Photocrosslinkable materials comprising alicyclic group

Abstract

A diamine compound of formula (I) is proposed as well as polymers, copolymers, polyamic acids, polyamic acid esters, or polyimides based on such compound.

Claims

1. Polymer, copolymer or oligomer comprising, as one basic building block, a diamine compound of formula (I): ##STR00057## wherein, A represents an unsubstituted or substituted phenylene; and wherein when A represents a substituted phenylene, the phenylene is substituted by at least one of a halogen atom, an acryloyloxy group, a methacryloyloxy group, an alkoxy group, an alkylacryl group, an alkylmethacryl group, an acrylenacryl group, a methacrylenalkyl group, an alkylcarbonyloxy group, and an alkyloxycarbonyl group, wherein the alkyl residue has from 1 to 10 carbon atoms; B represents a straight-chain or branched C.sub.1-C.sub.12alkyl group or a C.sub.1-C.sub.12 fluoroalkyl group, wherein one or more CH.sub.2 group may independently from each other be replaced by a linking group selected from O, CO, COO, OCO, NR.sup.1, NR.sup.1CO, CONR.sup.1, and CHCH; and wherein: R.sup.1 represents a hydrogen atom or C.sub.1-C.sub.6alkyl; with the proviso that oxygen atoms are not directly linked to each other; Q represents an alicyclic group selected from the group consisting of cyclohexyl and bicyclo [2.2.2] octane; D is selected from the group consisting of the following compounds: ##STR00058## wherein L, L.sub.1, L.sub.2 and L.sub.3 are independently from each other CH.sub.3, COCH.sub.3, OCH.sub.3, nitro, cyano, halogen, CH.sub.2CH, CH.sub.2C(CH.sub.3), CH.sub.2CH(CO)O, CH.sub.2CHO, NR.sup.5R.sup.6, CH.sub.2C(CH.sub.3)(CO)O or CH.sub.2C(CH.sub.3)O, T, T.sub.1, T.sub.2 and T.sub.3 are independently from each other a substituted or unsubstituted straight-chain or branched C.sub.1-C.sub.20alkylene group, in which one or more CH.sub.2 group(s) may independently from each other be replaced by a non-aromatic unsubstituted or substituted carbocyclic or heterocyclic group, or a heteroatom and/or by a bridging group selected from CH(OH), CO, CH.sub.2(CO), SO, CH.sub.2(SO), SO.sub.2, CH.sub.2(SO.sub.2), COO, OCO, COCF.sub.2, CF.sub.2CO, SCO, COS, SOO, OSO, SOS, OCOO, CH.sub.2CH.sub.2, OCH.sub.2, CH.sub.2O, CHCH, CC, CHCHCOO, OCOCHCH, CHN, C(CH.sub.3)N, NN or a single bond; or a cyclic, straight-chain or branched, substituted or unsubstituted C.sub.1-C.sub.24alkylene, wherein one or more CH.sub.2 group may independently from each other be replaced independently from each other by a linking group selected from O, CO, COO, OCO, NR.sup.1, NR.sup.1CO, CONR.sup.1, NR.sup.1COO, OCONR.sup.1, NR.sup.1CONR.sup.1, CHCH, CC, OCOO, and Si(CH.sub.3).sub.2OSi(CH.sub.3).sub.2, and wherein: R.sup.1 represents a hydrogen atom or C.sub.1-C.sub.6alkyl; with the proviso that oxygen atoms of linking groups are not directly linked to each other, which is at least once linked to at least one group S.sup.1 in formula (I); M represents H, C.sub.1-C.sub.6alkyl, CF.sub.3, is a single bond, q is an integer of 1 or 2; and q1, q2 and q3 are independently from each other an integer from 0 to 2; m is an integer of 1 or 2; m1, m2 and m3 are independently from each other an integer from 0 to 2; u3, u3 and u3 are independently from each other an integer from 0 to 2; R.sup.5, R.sup.6 each independently from each other represents a hydrogen atom or C.sub.1-C.sub.6alkyl; Z.sup.4 represents an unsubstituted straight-chain or branched C.sub.1-C.sub.20alkylene group, in which one or more CH.sub.2 group may independently from each other be replaced by a non-aromatic or aromatic unsubstituted carbocyclic or heterocyclic group; and/or a heteroatom and/or by a bridging group selected from CH(OH), CO, CH.sub.2(CO), SO, CH.sub.2(SO), SO.sub.2, CH.sub.2(SO.sub.2), COO, OCO, COCF.sub.2, CF.sub.2CO, SCO, COS, SOO, OSO, SOS, OCOO, CH.sub.2CH.sub.2, OCH.sub.2, CH.sub.2O, CHCH, CC, CHCHCOO, OCOCHCH, CHN, C(CH.sub.3)N, NN or a single bond; or a cyclic, straight-chain or branched, unsubstituted C.sub.1-C.sub.24alkylene, wherein one or more CH.sub.2 group may independently from each other be replaced independently from each other by a linking group selected from O, CO, COO, OCO, NR.sup.1, NR.sup.1CO, CONR.sup.1, and CHCH, and wherein: R.sup.1 represents a hydrogen atom or C.sub.1-C.sub.6alkyl; with the proviso that oxygen atoms of linking groups are not directly linked to each other; and wherein D is at least once linked to at least one group S.sup.1 in formula (I) via a single bond ; or via a side chain T, T.sub.1, T.sub.2 or T.sub.3; or via group Z.sup.4; with the proviso that u3+q, or u3+m is 4; u3+q1 and/or u3+q2 or/and u3+m1, or/and u3+m2, or/and u3+q3, or/and u3+m3 is 4; q1+q2, and m1+m2; and q1+q2+q3, and m1+m2+m3 is >1; E represents an aromatic group or an oxygen atom; S.sup.1 represents a single bond or a straight-chain C.sub.1-C.sub.8alkylene group, wherein one CH.sub.2 group may be replaced by O, OCO, COO, NR.sub.1CO, CONR.sub.1, wherein R.sub.1 is hydrogen or C.sub.1-C.sub.6alkyl; S.sup.2 represents a single bond or COO or OCO; X, Y represents hydrogen; n1 represents 1, 2, 3 or 4; n represents 1, 2, 3 or 4; with the proviso that if n is 2, 3, or 4, each A, B, Q, D, E, S.sup.1, S.sup.2, X, Y are identical or different; and if n1 is 2, 3 or 4 each B, Q is identical or different; wherein the polymer, copolymer or oligomer is a polyamic acid or polyimide; wherein the polymer, copolymer or oligomer comprises between 3 and 200 repeating units; and wherein the polymer, copolymer or oligomer is formed by reacting monomers of formula (I) with at least one cycloaliphatic tetracarboxylic acid dianhydride.

2. Process for the preparation of a polymer, copolymer or oligomer comprising polymerisation of a diamine compound of formula (I) to prepare a polymer, copolymer or oligomer according to claim 1.

3. Polymer or copolymer obtainable by reaction according to claim 2.

4. Polymer, copolymer or oligomer according to claim 1, which is a polymer gel or a polymer network, copolymer gel or a copolymer network, or an oligomer gel or an oligomer network.

5. Polymer, copolymer or oligomer according to claim 1, which is able to undergo photocyclization.

6. Composition comprising a polymer, copolymer or oligomer according to claim 1, or a polymer, copolymer or oligomer obtainable by polymerization of a diamine compound of formula (I) to prepare a polymer, copolymer or oligomer according to claim 1.

7. Method for the preparation of a polymer, copolymer or oligomer according to claim 1, wherein in a polycondensation reaction a diamine compound of formula (I) is reacted with one or more cycloaliphatic tetracarboxylic acid anhydride, optionally in the presence of one or more additional other diamines.

8. Polymer, copolymer or oligomer layer, comprising at least one polymer, copolymer or oligomer according to claim 1.

9. Method for the preparation of a polymer layer or oligomer layer, wherein one or more polymers, copolymers or oligomers according to claim 1 is applied to a support, and wherein the polymer or oligomer or polymer mixture or oligomer mixture is treated with aligning light.

10. Polymer, copolymer or oligomer layer obtainable by the method according to claim 9.

11. Optical and electro-optical unstructured or structured constructional elements, comprising at least one polymer layer, copolymer or oligomer layer according to claim 10.

12. Orientation layer, comprising at least one polymer layer, copolymer or oligomer layer according to claim 10.

13. Method of using a diamine, comprising preparing polymers according to claim 1 for orientation layers for liquid crystals.

14. Polymer, copolymer or oligomer according to claim 1, wherein D represents an unsubstituted o-phenylenediamine, p-phenylenediamine, m-phenylenediamine, biphenyldiamine, or naphthylenediamine.

15. Polymer, copolymer or oligomer according to claim 1, wherein D represents an unsubstituted o-phenylenediamine, p-phenylenediamine, or m-phenylenediamine.

16. Polymer, copolymer or oligomer according to claim 1, wherein n1 is 1.

17. Composition according to claim 6, wherein n1 is 1.

18. Polymer, copolymer or oligomer according to claim 14, wherein n1 is 1.

19. Polymer, copolymer or oligomer according to claim 1, wherein the diamine compound is a compound selected from formulae (VI), (VII), (VIII), (IX), (IXa), (X), (XI), (XIa), (XIb) and (XIc): ##STR00059## ##STR00060## ##STR00061## wherein A, B, Q, n1, D, E, S.sup.2, S.sup.1, R.sup.5, R.sup.6, Z.sup.4, X and Y have the meaning as set forth in claim 1 and S.sup.0 represents a single bond, M represents H, C.sub.1-C.sub.6alkyl, CF.sub.3, L is CH.sub.3, OCH.sub.3, COCH.sub.3, nitro, cyano, halogen, CH.sub.2CH, CH.sub.2C(CH.sub.3), CH.sub.2CH(CO)O, CH.sub.2CHO, CH.sub.2C(CH.sub.3)(CO)O, or CH.sub.2C(CH.sub.3)O, u3 is an integer from 0 to 2.

20. Polymer, copolymer or oligomer according to claim 1, wherein the diamine compound is a compound of formula (XIIa) ##STR00062## wherein B, n1, D, E, S, X, and Y have the meaning as set forth in claim 1, Z.sup.1 represents a single bond or COO or OCO, L is CH.sub.3, COCH.sub.3, OCH.sub.3, nitro, cyano, halogen, CH.sub.2CH, CH.sub.2C(CH.sub.3), CH.sub.2CH(CO)O, CH.sub.2CHO, NR.sup.5R.sup.6, CH.sub.2C(CH.sub.3)(CO)O, CH.sub.2C(CH.sub.3)O, wherein: R.sup.5, R.sup.6 each independently from each other represents a hydrogen atom or C.sub.1-C.sub.6alkyl, u.sub.1 is 0.

21. Polymer, copolymer or oligomer according to claim 1, wherein the diamine compound is selected from ##STR00063## ##STR00064## ##STR00065## wherein S.sup.1 and Q have the meaning as set forth in claim 14 and S.sup.0 represents a single bond, B represents a straight-chain or branched C.sub.1-C.sub.8alkyl group or a C.sub.1-C.sub.8 fluoroalkyl group, wherein one or more CH.sub.2 group may independently be replaced by a linking group selected from O, CO, COO, OCO, NR.sup.1, NR.sup.1CO, CONR.sup.1 and CHCH, wherein: R.sup.1 represents a hydrogen atom or C.sub.1-C.sub.6alkyl; with the proviso that oxygen atoms are not directly linked to each other.

22. Polymer, copolymer or oligomer according to claim 1, wherein the diamine compound is ##STR00066##

23. Polymer, copolymer or oligomer according to claim 1, wherein D has a structure which is a 2,4-diaminophenyl structure or a bis(4-aminobenzyl) structure, wherein the bis(4-aminobenzyl) structure is selected from: ##STR00067##

24. Polymer, copolymer or oligomer according to claim 23, wherein D has a 2,4-diaminophenyl structure.

25. Polymer, copolymer or oligomer according to claim 23, wherein D has a bis(4-aminobenzyl) structure selected from: ##STR00068##

Description

EXAMPLE 1

Synthesis

1.1 Preparation of 4-Formylphenyl-4-pentylcyclohexanecarboxylate

(1) ##STR00021##

(2) 23.19 g (189.9 mmol) of 4-hydroxybenzaldehyde, 35.00 g (189.9 mmol) of 4-pentylcyclohexanecarboxylic acid, 1.16 g (9.5 mmol) of 4-Dimethylaminopyridine are dissolved in 500 ml of dichloromethane. 40.00 g (208.9 mmol) of N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (EDC hydrochloride) are added at 0 C. The solution is stirred for 1 h at 0 C. and allowed to stir at room temperature overnight. After 22 hours at room temperature the reaction mixture was partitioned between dichloromethane and water; the organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation give 45.0 g 4-Formylphenyl-4-pentylcyclohexanecarboxylate.

1.2 Preparation of (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl]acrylic acid

(3) ##STR00022##

(4) 45.00 g (148.8 mMol) of 4-Formylphenyl-4-pentylcyclohexanecarboxylate and 33.6 g (322.9 mMol) of Malonic acid are dissolved in 61.1 ml (759.7 mMol) of Pyridin.7.9 ml (95.0 mMol) of Pyrrolidin are added to the suspension which is allowed to react at 90 C. under argon for 2.5 h. The yellow solution is then thrown on ice. The solution is carefully acidified to pH=1-2 with a 25% HCl solution and is stirred for 15 min. The product is filtrated off and dried at room temperature under vacuum to give 35.4 g (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid of as white powder.

(5) The following acrylic acid are synthesized in an analogous manner: (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E)-3-(4-{[(4(3-methoxypropyl)cyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylic acid (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylic acid (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylic acid (2E)-3-(4-{[(4-methylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-ethylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-propylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-butylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-hexylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-heptylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-octylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-vinylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-methyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-propyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-butyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-octyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-allyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E)-3-(4-{[(4(3-methoxypropyl)cyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl])carbonyl]phenyl}acrylic acid (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)oxyl])carbonyl]phenyl}acrylic acid (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxy]carbonyl}phenyl)acrylic acid (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)oxyl])carbonyl]phenyl]acrylic acid (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylic acid (2E)-3-(4-[(4-methylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-ethylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-propylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-butylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-hexylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-heptylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-octylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-vinylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-prop-2-enylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-but-3-enylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-pent-4-enylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-hex-5-enylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-hept-6-enylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-oct-7-enylcyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-methyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-ethyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-propyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-butyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-pentyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-hexyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-heptyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-octyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-allyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-but-3-enyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-pent-4-enyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-hex-5-enyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-hept-6-enyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4-oct-7-enyloxycyclohexyl)methoxy]phenyl)acrylic acid (2E)-3-(4-[(4(3-methoxypropyl)cyclohexyl)methoxy]phenyl)acrylic acid (2E) 3-(4-[(4-trifluoromethoxycyclohexyl)methoxy]phenyl)acrylic acid (2E) 3-(4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)methoxy]phenyl)acrylic acid (2E) 3-(4-[(4-trifluoromethylcyclohexyl)methoxy]phenyl)acrylic acid (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)methoxy]phenyl}acrylic acid (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)methoxy)phenyl]acrylic acid (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)methoxy]phenyl}acrylic acid (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)methoxy]phenyl}acrylic acid

EXAMPLE 2

Synthesis

Preparation of 6-{[((2E)-3-{4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate

2.1 Preparation of (2E)-3-{4-[(ethoxycarbonyl)oxy]phenyl}acrylic acid

(6) ##STR00023##

(7) 67 g (0.41 mol) p-cumaric acid are added to a mixture of 50.4 g (0.90 mol) potassium hydroxide and 600 ml water. 53.1 g (0.50 mol) ethyl chloroformate are added dropwise at 0 C. The reaction temperature rises to 10 C. The reaction mixture is subsequently allowed to react for 2 hours at 25 C. and acidified to pH=1 with 200 ml hydrochloric acid 7N. The product is filtered off, washed with water and dried under vacuum to give 95.3 g of (2E)-3-{4-[(ethoxycarbonyl)oxy]phenyl}acrylic acid as white powder.

2.2 Preparation of 6-hydroxyhexyl 3,5-dinitrobenzoate

(8) ##STR00024##

(9) 357.70 g (1.686 Mol) of 3,5-dinitrobenzoic acid are suspended in 750 ml of 1-methyl-2-pyrrolidone. The suspension is stirred up to 50 C. 386.36 g (4.599 Mol) of sodium hydrogen carbonate are added and the mixture was heated up to 90 C. 22.50 g (0.150 Mol) of sodium iodide and 204.0 ml (1.533 Mol) of 6-chlorohexanol are added to the reaction mixture which is heated to 100 C. for 1 h. After 1 h of reaction, the reaction is complete and the orange suspension is thrown on 2 l of ice and 1 l of water. The product is filtrated, washed water and dried at 50 C. under vacuum for 24 h to give 425.0 g (91%) of 6-hydroxyhexyl 3,5-dinitrobenzoate as a rose powder.

2.3 Preparation of 6-[((2E)-{4-[(ethoxycarbonyl)oxy]phenyl}prop-2-enoyl)oxy]hexyl 3,5-dinitrobenzoate

(10) ##STR00025##

(11) 4.53 g (0.0145 Mol) of 6-hydroxyhexyl 3,5-dinitrobenzoate, 3.44 g (0.0145 Mol) of 4-ethylcarbonatecinnamic acid, 0.177 g (0.0015 Mol) of 4-Dimethylaminopyridine are dissolved in 40 ml of dichloromethane. 3.04 g (0.0159 Mol) of N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (EDC hydrochloride) are added at 0 C. The solution is stirred for 1 h at 0 C. and allowed to stir at room temperature overnight. After 22 hours at room temperature the reaction mixture is partitioned between dichloromethane and water; the organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation. The residue is dissolved ethyl acetate. The product is precipitated with Hexane at 0 C. The precipitated is filtrated and dried under vacuum overnight to give 4.2 g (55%) of 6-[((2E)-{4-[(ethoxycarbonyl)oxy]phenyl}prop-2-enoyl)oxy]hexyl 3,5-dinitrobenzoate as a light-yellow powder.

2.4 Preparation of 6-[((2E)-{4-hydroxyphenyl}prop-2-enoyl)oxy]hexyl 3,5-dinitrobenzoate

(12) ##STR00026##

(13) 43.20 g (0.081 Mol) of 6-[((2E)-{4-[(ethoxycarbonyl)oxy]phenyl}prop-2-enoyl)oxy]hexyl 3,5-dinitrobenzoate are dissolved in 66 ml (0.815 Mol) of pyridine and 400 ml of acetone at room temperature. 61 ml (0.815 Mol) of ammonium hydroxide solution 25% are added dropwise to the solution at room temperature. After 12 h reaction, the mixture is thrown on water and acidified by the addition of HCl 25% (up to pH=3-4). A paste is obtained which is filtrated and dissolved in ethyl acetate and extracted with water. The organic phase is dried with sodium sulfate, filtrated, concentrated by rotary evaporation. Filtration of the residue over silica gel with tert-Butyl methyl ether as eluant and crystallization of the residue in 200 ml of ethyl acetate and 1200 ml of hexane at 0 C. give 15.84 g of 6-[((2E)-{4-hydroxyphenyl}prop-2-enoyl)oxy]hexyl 3,5-dinitrobenzoate as yellow crystals.

2.5 Preparation of 6-{[((2E)-3-{4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-dinitrobenzoate

(14) ##STR00027##

(15) 6.94 g (0.035 Mol) 4-pentylcyclohexanecarboxylic acid of are suspended in 100 ml of dichloromethane. 0.42 g (0.0035 Mol) of 4-Dimethylaminopyridine are added at room temperature. 7.98 g (0.04163 Mol) of N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (EDC hydrochloride) are added at 0 C. The solution is stirred for 1 h at 0 C. 15.90 g (0.0347 Mol) of 6-[((2E)-{4-hydroxyphenyl}prop-2-enoyl)oxy]hexyl 3,5-dinitrobenzoate dissolved in 50 ml of dichloromethane are added dropwise to the solution at 0 C. and allowed to stir at room temperature overnight. After 22 hours at room temperature the reaction mixture is partitioned between dichloromethane and water. The mixture is acidified with HCl 25%. The organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 600 g silica gel using toluene:ethyl acetate (99:1) as eluant and crystallization from ethyl acetate/hexane (1:2) yielded 6-{[((2E)-3-{4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-dinitrobenzoate.

2.6 Preparation of 6-{[((2E)-3-{4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate

(16) ##STR00028##

(17) 17.24 g (0.027 Mol) of 6-{[((2E)-3-{4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-dinitrobenzoate are dissolved in a mixture of 350 ml of N,N-dimethylformamide and 25 ml water. 44.28 g (0.164 Mol) ferric chloride hexahydrate are added. 17.85 g (0.273 Mol) Zinc powder are added portionwise within 40 min. The mixture is allowed to react for 2 hours. The reaction mixture is then partitioned between ethyl acetate and water and filtered. The organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 400 g silica gel using toluene:ethyl acetate (2:1) as eluant yielded 6-{[((2E)-3-{4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate.

(18) The following diamines are synthesized in an analogous manner: 2-{[((2E)-3-{4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{[((2E)-3-{4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{-[((2E)-3-{4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{-[((2E)-3-{4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 11-{[((2E)-3-{4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}undecyl 3,5-diaminobenzoate 2-{-[((2E)-3-{4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{-[((2E)-3-{4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-[4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{-[((2E)-3-{4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 8-{-[((2E)-3-{4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}octyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{[((2E)-3-{4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{[((2E)-3-{4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 11-{[((2E)-3-{4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}undecyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{[((2E)-3-{4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{[((2E)-3-{4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 11-{[((2E)-3-{4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}undecyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{[((2E)-3-{4-{[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{[((2E)-3-{4-{[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 8-{[((2E)-3-{4-{[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}octyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{[(4-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{[((2E)-3-{4-{[(4-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{[(4-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{[((2E)-3-{4-{[(4-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 8-{[((2E)-3-{4-{[(4-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}octyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{(4-ethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{-[((2E)-3-{4-{(4-ethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{(4-ethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{-[((2E)-3-{4-{(4-ethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 11-{[((2E)-3-{4-{(4-ethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}undecyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{(4-propylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{-[((2E)-3-{4-{(4-propylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{(4-propylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{-[((2E)-3-{4-{[(4-propylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 8-{-[((2E)-3-{4-{(4-propylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}octyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{(4-prop-2-enylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{-[((2E)-3-{4-{(4-prop-2-enylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{(4-prop-2-enylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{-[((2E)-3-{4-{(4-prop-2-enylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 11-{[((2E)-3-{4-{(4-prop-2-enylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}undecyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{(4-trifluoromethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{[((2E)-3-{4-{(4-trifluoromethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{(4-trifluoromethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{-[((2E)-3-{4-{4-trifluoromethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 11-{[((2E)-3-{4-{(4-trifluoromethylcyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}undecyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{[((2E)-3-{4-{(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{[((2E)-3-{4-{(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 8-{[((2E)-3-{4-{(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}octyl 3,5-diaminobenzoate 2-{[((2E)-3-{4-{(4-(4,4,4-trifluorobutoxy)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}ethyl 3,5-diaminobenzoate 3-{[((2E)-3-{4-{(4-(4,4,4-trifluorobutoxy)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate 4-{[((2E)-3-{4-{(4-(4,4,4-trifluorobutoxy)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}butyl 3,5-diaminobenzoate 6-{[((2E)-3-{4-{(4-(4,4,4-trifluorobutoxy)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}hexyl 3,5-diaminobenzoate 8-{[((2E)-3-{4-{(4-(4,4,4-trifluorobutoxy)cyclohexyl)methoxy}phenyl}prop-2-enoyl)oxy]}octyl 3,5-diaminobenzoate

EXAMPLE 3

Synthesis

Preparation of 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate

3.1 Preparation of 3,5-dinitrobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(19) ##STR00029##

(20) 1.00 g (5.10 mmol) of 3,5-dinitrobenzylalcohol, 1.75 g (5.10 mmol) of (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid, 62 mg (0.51 mmol) of 4-Dimethylaminopyridine are dissolved in 10 ml of dichloromethane. 1.07 g (56.0 mmol) of N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (EDC hydrochloride) are added at 0 C. The solution is stirred for 1 h at 0 C. and allowed to stir at room temperature overnight. After 22 hours at room temperature the reaction mixture is partitioned between dichloromethane and water. The organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation to yield 3,5-dinitrobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate.

3.2 Preparation of 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(21) ##STR00030##

(22) 4.80 g (9.2 mmol) of 3,5-dinitrobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate are dissolved in a mixture of 55 ml of N,N-dimethylformamide and 6 ml water. 14.98 g (55.3 mmol) ferric chloride hexahydrate are added. 6.03 g (91.8 mmol) Zinc powder are added portionwise within 40 min. The mixture is allowed to react for 2 hours. The reaction mixture is then partitioned between ethyl acetate and water and filtered. The organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 200 g silica gel using toluene:ethyl acetate (1:1) as eluant and crystallization form ethylacetate:hexane mixture yielded 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate.

(23) The following diamines are synthesized in an analogous manner: 3,5-Diaminobenzyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl)]oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-methylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-ethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-propylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-butylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-vinylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-methyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-propyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-butyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-octyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-allyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl)]oxy}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 3,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-methylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-ethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-propylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-butylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-vinylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-methyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-propyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-butyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-octyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-allyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,5-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-methylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-ethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-propylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-butylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-vinylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-methyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-propyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-butyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-octyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-allyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate 2,4-Diaminobenzyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)oxyl])carbonyl}phenyl}acrylate

EXAMPLE 4

Synthesis

Preparation of 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate

4.1 Preparation of 2-(2,4-dinitrophenyl)ethanol

(24) ##STR00031##

(25) 22.6 g (100 mmol) 2,4-dinitrophenylacetic acid are dissolved in 150 ml tetrahydrofuran and added dropwise in a the course of 2 hours to 300 ml (300 mmol) of a borane-tetrahydrofuran complex 1.0 M solution in tetrahydrofuran. After 3 hours at 25 C., 200 ml water are carefully added. The reaction mixture is then partitioned between ethyl acetate and water; the organic phase was washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 400 g silica gel using toluene:ethyl acetate 1:1 as eluant and crystallization form ethylacetate:hexane mixture to yield 20.7 g (98%) of 2-(2,4-dinitrophenyl)ethanol as yellowish crystals.

4.2 Preparation of 2-(2,4-Dinitrophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(26) ##STR00032##

(27) 6.67 g (20.19 mmol) of (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid are dissolved in 50 ml of toluene. 2.20 ml (30.3 mmol) of thionylchloride are added. The solution is stirred for 1 h at 80 C. the excess auf thionylchloride was removed by distillation at 150 C. At 60 C., 4.28 g (20.19 mmol) of 2-(2,4-dinitrophenyl)ethanol, 250 mg (2.02 mmol) of 4-Dimethylaminopyridine and 6.5 ml pyridine were added. The mixture was allowed to react at 60 C. overnight. The reaction mixture is partitioned between ethyl acetate and Ice water. The mixture is acidified by the addition of HCl 25% (up to pH=1). The organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 500 g silica gel using toluene:ethyl acetate 9:1 as eluant and crystallization form ethylacetate:hexane mixture yielded 6.14 g of 2-(2,4-Dinitrophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate as yellowish crystals.

4.3 Preparation of 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(28) ##STR00033##

(29) 4.39 g (8.38 mmol) of 2-(2,4-Dinitrophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate are dissolved in a mixture of 54 ml of N,N-dimethylformamide and 6 ml water. 13.9 g (51.4 mmol) ferric chloride hexahydrate are added. 5.60 g (85.7 mmol) Zinc powder are added portionwise within 60 min. The mixture is allowed to react for 2 hours. The reaction mixture is then partitioned between ethyl acetate and water and filtered. The organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Filtration of the residue on 200 g silica gel using toluene:ethyl acetate (1:3) as eluant and crystallization form ethylacetate:hexane mixture yielded 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate as yellowish crystals

(30) The following diamines are synthesized in an analogous manner: 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-pentylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)carbonyl]oxy}phenyl)acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)-2-methylpropyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-vinylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-allyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-vinylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-allyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-vinylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-methyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-propyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-octyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-allyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(2,5-Diaminophenyl)ethyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-methylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-ethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-propylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-butylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-vinylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-methyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-propyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-butyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-octyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-allyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)propyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-methylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-ethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-propylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-butylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-pentylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-vinylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-methyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-ethyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-propyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-butyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-pentyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hexyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-heptyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-octyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-allyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(1,1,2,2-tetrafluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(4,4,5,5,6,6,6-heptafluorohexyloxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-(4-{[(4-trifluoromethylcyclohexyl)oxyl]carbonyl}phenyl)acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(2,2,2-trifluoropropyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(5,5,5-trifluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate 2-(3,5-Diaminophenyl)hexyl (2E) 3-{4-[(4-(4,4,5,5,5-pentafluoropentyl)cyclohexyl)carbonyl]}oxy}phenyl}acrylate

EXAMPLE 5

Synthesis

Preparation of 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-{4-[(4-(4,4,4-trifluorobutoxy)benzoyl)oxy]phenyl}prop-2-enoyl]propanediol

5.1 Preparation of 2,2-dimethyl-5,5-bis(4-nitrobenzyl)-1,3-dioxane-4,6-dione

(31) ##STR00034##

(32) 15.0 g (69.4 mmol) of 4-nitrobenzylbromide and 5.00 g (34.7 mmol) of Meldrum's acid are dissolved in 100 ml 2-butanone. 4.40 g (104.1 mmol) potassium carbonate are added, the resulting suspension is heated to 50 C. and allowed to react for 2.5 hours. After cooling to room temperature, 100 ml water are added. The product is collected by filtration and washed with a lot of water. 12.3 g (85%) of 2,2-dimethyl-5,5-bis(4-nitrobenzyl)-1,3-dioxane-4,6-dione as yellowish powder is used without further purification.

5.2 Preparation of 2,2-bis(4-nitrobenzyl)malonic acid

(33) ##STR00035##

(34) 2.185 g (52.07 mmol) of lithium hydroxide are added to a suspension of 10.79 g (26.04 mmol) of 2,2-dimethyl-5,5-bis(4-nitrobenzyl)-1,3-dioxane-4,6-dione and 110 ml mixture of tetrahydrofurane:water 9:1. The mixture is subsequently allowed to react for 21.5 hours at 25 C., added to 500 ml water and acidified to pH=1 with 20 ml hydrochloric acid 3N. The mixture is partitioned between water and ethyl acetate; the organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residue 9.54 g (98%) of 2,2-bis(4-nitrobenzyl)malonic acid as white powder is used without further purification.

5.3 Preparation of 2,2-bis(4-nitrobenzyl)-1,3-propandiol

(35) ##STR00036##

(36) 4.00 g (10.69 mmol) 2,2-bis(4-nitrobenzyl)malonic acid are dissolved in 40 ml tetrahydrofuran and added dropwise in a the course of 2 hours to 64.1 ml (64.1 mmol) of a borane-tetrahydrofuran complex 1.0 M solution in tetrahydrofuran. After 19 hours at 25 C., 50 ml water are carefully added. The reaction mixture is then partitioned between ethyl acetate and water; the organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residue, 3.77 g (97%) of 2,2-bis(4-nitrobenzyl)-1,3-propandiol as white powder is used without further purification.

5.4 Preparation 2,2-bis(4-nitrobenzyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]propanediol

(37) ##STR00037##

(38) 3.90 g (11.30 mmol) of 2,2-bis(4-nitrobenzyl)-1,3-propandiol, 7.81 g (23.6 mmol) of (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylic, 280 mg (2.30 mmol) of 4-Dimethylaminopyridine are dissolved in 100 ml of dichloromethane. 7.55 g (39.4 mmol) of N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (EDC hydrochloride) are added at 0 C. The solution is stirred for 1 h at 0 C. and allowed to stir at room temperature overnight. After 22 hours at room temperature the reaction mixture is partitioned between dichloromethane and water. The organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 150 g silica gel using toluene:ethyl acetate 9:1 as eluant to yield 3.43 g 2,2-bis(4-nitrobenzyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]propanediol as white crystals

5.5 Preparation of 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]propanediol

(39) ##STR00038##

(40) 1.94 g (2.00 mol) 2,2-bis(4-nitrobenzyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]propanediol of are dissolved in a mixture of 25 ml of N,N-dimethylformamide and 3 ml water. 3.25 g (12.01 mmol) ferric chloride hexahydrate are added. 1.31 g (20.02 mmol) Zinc powder are added portionwise within 40 min. The mixture is allowed to react for 2 hours. The reaction mixture is then partitioned between ethyl acetate and water and filtered. The organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 100 g silica gel using toluene:ethyl acetate 1:1 as eluant and crystallization form ethylacetate:hexane mixture to yield 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]propanediol.

(41) The following diamines are synthesized in an analogous manner: 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4(3-methoxypropyl)cyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E) 3-{4-[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl])oxy]phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E) 3-{4-[(4-(2,2,2-trifluoropropoxy)cyclohexyl)carbonyl]}oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E) 3-{4-[(4-(5,5,5-trifluoropentyloxy)cyclohexyl)carbonyl]}oxy}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)oxyl]carbonyl}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hexylcyclohexyl)oxyl]carbonyl}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-heptylcyclohexyl)oxyl]carbonyl}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-{[(4-octylcyclohexyl)oxyl]carbonyl}phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-[(4-butylcyclohexyl)methoxyl]phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-[(4-hexylcyclohexyl)methoxyl]phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-[(4-heptylcyclohexyl)methoxyl]phenyl)prop-2-enoyl]propanediol 2,2-bis(4-aminobenzyl)-1,3 di[(2E)-3-(4-[(4-octylcyclohexyl)methoxyl]phenyl)prop-2-enoyl]propanediol

EXAMPLE 6

Synthesis

6.1 Preparation of 4,4-Dinitro-1,1-biphenyl-2,2-dicarboxylic acid

(42) ##STR00039##

(43) 30.0 g (120.13 mmol) Diphenic acid are dissolved at room temperature in 469 g (4.59 mol) concentrated sulfuric acid (96%). The solution is cooled to 15 C. and a mixture of 92.4 g (1.011 mol) concentrated nitric acid (69%) and 12.0 g (0.117 mol) concentrated sulfuric acid (96%) is added slowly so that the mixture temperature is maintained below 0 C. After the addition the solution is allowed to react at room temperature for 24 h. After the mixture is poured onto crushed ice, the precipitate that formed i collected by filtration, washed with water and dried at room temperature under vacuum for 10 h.

6.2 Preparation of 2,2-bis(hydroxymethyl-4,4-Dinitro 1,1-biphenyl

(44) ##STR00040##

(45) 3.6 g (10.83 mmol) 4,4-Dinitro-1,1-biphenyl-2,2-dicarboxylic acid ae dissolved in 25 ml tetrahydrofuran and added dropwise in a the course of 1 hours to 65 ml (65.02 mmol) of a borane-tetrahydrofuran complex 1.0 M solution in tetrahydrofuran. After 19 hours at 25 C., 50 ml water are carefully added. After 1 h the solution is acidified to pH=1-2 with 10 ml 1N HCl solution and allowed to stirred for 30 min. The reaction mixture is then partitioned between ethyl acetate and water; the organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residue, 4.2 g of 2,2-bis(hydroxymethyl-4,4-Dinitro 1,1-biphenyl as white powder is used without further purification.

6.3 Preparation of 2,2-bis[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]methyl 4,4-Dinitro 1,1-biphenyl

(46) ##STR00041##

(47) 7.30 g (22.9 mmol) of (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid are dissolved in 80 ml of toluene. 2.30 ml (31.5 mmol) of thionylchloride are added. The solution is stirred for 1 h at 80 C. the excess auf thionylchloride was removed by distillation at 150 C. At 60 C., 3.20 g (10.52 mmol) of 2,2-bis(hydroxymethyl-4,4-Dinitro 1,1-bipheny, 250 mg (2.02 mmol) of 4-Dimethylaminopyridine and 6.8 ml pyridine were added. The mixture was allowed to react at 60 C. overnight. The reaction mixture is partitioned between ethyl acetate and Ice water. The mixture is acidified by the addition of HCl 25% (up to pH=1). The organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation. Chromatography of the residue on 500 g silica gel using toluene:ethyl acetate 9:1 as eluant and crystallization form ethylacetate:hexane mixture yielded 3.8 g of 2,2-bis[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]methyl 4,4-Dinitro 1,1-biphenyl as yellowish crystals.

6.4 Preparation 2,2-bis[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]methyl 4,4-Diamino 1,1-biphenyl

(48) ##STR00042##

(49) 1.99 g (2.14 mol) of 2,2-bis[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]methyl 4,4-Dinitro 1,1-biphenyl are dissolved in a mixture of 40 ml of N,N-dimethylformamide and 3 ml water. 3.48 g (12.8 mmol) ferric chloride hexahydrate are added. 1.40 g (21.4 mmol) Zinc powder are added portionwise within 40 min. The mixture is allowed to react for 2 hours. The reaction mixture is then partitioned between ethyl acetate and water and filtered. The organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Chromatography of the residue on silica gel yield 2,2-bis[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]methyl 4,4-Diamino 1,1-biphenyl.

EXAMPLE 7

Synthesis

Preparation of 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}}prop-2-enoyl]propanediol

7.1 Preparation of 2-(2,4-Dinitrophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}}prop-2-enoyl]propanediol

(50) ##STR00043##

(51) 0.71 g (2.9 mmol) of 2-(4-nitrophenyl)-1,3-propandiol, 2.0 g (6.08 mmol) of (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylic acid, 70 mg (0.6 mmol) of 4-Dimethylaminopyridine are dissolved in 20 ml of dichloromethane. 1.38 g (7.22 mmol) of N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (EDC hydrochloride) are added at 0 C. The solution is stirred for 1 h at 0 C. and allowed to stir at room temperature overnight. After 22 hours at room temperature the reaction mixture is partitioned between dichloromethane and water. The organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation. Crystallization from Acetonitril yield 2.00 g 2-(2,4-Dinitrophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}}prop-2-enoyl]propanediol as white crystals.

7.2 Preparation of 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}}prop-2-enoyl]propanediol

(52) ##STR00044##

(53) 6.6 g (7.64 mmol) of 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}}prop-2-enoyl]propanediol are dissolved in a mixture of 45 ml of N,N-dimethylformamide and 5 ml water. 12.39 g (45.84 mmol) ferric chloride hexahydrate are added. 4.99 g (76.4 mmol) Zinc powder are added portionwise within 40 min. The mixture is allowed to react for 2 hours. The reaction mixture is then partitioned between ethyl acetate and water and filtered. The organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. Chromatography of the residue on silica gel yield 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}}prop-2-enoyl]propanediol.

(54) The following diamines are synthesized in an analogous manner: 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4(3-methoxypropyl)cyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-methylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-ethylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-propylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-butylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-hexylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-heptylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-octylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-vinylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-prop-2-enylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-but-3-enylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-pent-4-enylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-hex-5-enylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-hept-6-enylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-oct-7-enylcyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-methyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-ethyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-propyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-butyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-pentyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-hexyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-heptyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-octyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-allyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-but-3-enyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-pent-4-enyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-hex-5-enyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-hept-6-enyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4-oct-7-enyloxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{(4(3-methoxypropyl)cyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E) 3-(4-{(4-trifluoromethoxycyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E) 3-(4-{(4-(2,2,2-trifluoroethoxy)cyclohexyl)methoxy}phenyl)prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-methylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-ethylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-propylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hexylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-heptylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-octylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-vinylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-prop-2-enylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-but-3-enylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-pent-4-enylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hex-5-enylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hept-6-enylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-oct-7-enylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-methyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-ethyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-propyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-pentyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hexyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-heptyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-octyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-allyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4(3-methoxypropyl)cyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-trifluoromethoxycyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-trifluoromethylcyclohexyl)oxy]carbonyl}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-methylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-propylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hexylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-octylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-vinylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-prop-2-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-but-3-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-pent-4-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hex-5-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hept-6-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-oct-7-enylcyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-methyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-ethyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-propyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-butyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-pentyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hexyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-heptyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-octyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-allyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-but-3-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-pent-4-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hex-5-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-hept-6-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4-oct-7-enyloxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E)-3-(4-{[(4(3-methoxypropyl)cyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E) 3-(4-{[(4-trifluoromethoxycyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol 2-(2,4-Diaminobenzyl)-1,3 di[(2E) 3-(4-{[(4-(2,2,2-trifluoroethoxy)cyclohexyl)carbonyl]oxy}phenyl})prop-2-enoyl]propanediol

EXAMPLE 8

Polymerisation Step A

Formation of the Polyamic Acid

(55) 379.5 mg (1.935 mmol) of 1,2,3,4-cyclobutantetracarboxylic acid dianhydride is added to a solution of 1.00 g (2.15 mmol) of 2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate in 2.00 ml of 1-methyl-2-pyrrolidone (NMP). Stirring is then carried out at 0 C. for 2 hours. Then another 42.5 mg (0.215 mmol) of 1,2,3,4-cyclobutantetracarboxylic acid dianhydride are added. The mixture is subsequently allowed to react for 21 hours at room temperature. The polymer mixture is diluted with 10 ml THF, precipitated into 800 ml water to yield, after drying at room temperature under vacuum, 1.35 g of Polyamic Acid 1 in the from of a white powder; []=0.85 dL/g

(56) Analogous to EXAMPLE 8 the following diamines are used for the preparation of Polyamic Acid with 1,2,3,4-cyclobutantetracarboxylic acid dianhydride

2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-ethylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(57) ##STR00045##

(58) Yield Polyamic acid 2 in the from of a white powder; []=0.36 dL/g

2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(59) ##STR00046##

(60) Yield Polyamic acid 3 in the from of a white powder; []=0.51 dL/g

3-{-[((2E)-3-{4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl)oxy]}propyl 3,5-diaminobenzoate

(61) ##STR00047##

(62) Yield Polyamic acid 4 in the from of a white powder; []=0.52 dL/g

2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}}prop-2-enoyl]propanediol

(63) ##STR00048##

(64) Yield Polyamic acid 5 in the from of a white powder; []=0.23 dL/g

2-(3,5-Diaminophenyl)ethyl (2E) 3-(4-{[(4-trifluorocyclohexyl)carbonyl]oxy}phenyl)acrylate

(65) ##STR00049##

(66) Yield Polyamic acid 6 in the from of a white powder; []=0.40 dL/g

2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-heptylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(67) ##STR00050##

(68) Yield Polyamic acid 7 in the from of a white powder; []=0.31 dL/g

EXAMPLE 9

(69) Analogous to EXAMPLE 8 the following diamines are used for the preparation of Polyamic Acid with 2,3,5-tricarboxycyclopentylacetic acid dianhydride

2-(2,4-Diaminophenyl)ethyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(70) ##STR00051##

(71) yield Polyamic acid 8 as white powder; []=0.24 dL/g

3,5-Diaminobenzyl (2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl)acrylate

(72) ##STR00052##

(73) Yield Polyamic acid 9 in the from of a white powder; []=0.58 dL/g

2-(2,4-Diaminophenyl)-1,3 di[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}}prop-2-enoyl]propanediol

(74) ##STR00053##

(75) Yield Polyamic acid 10 in the from of a white powder; []=0.13 dL/g

2-(2,4-Diaminophenyl)ethyl (2E) 3-{4-[(4-(-(4,4,4-trifluorobutoxy)cyclohexyl)carbonyl]}oxy}phenyl}acrylate

(76) ##STR00054##

(77) Yield Polyamic acid 11 in the from of a white powder; []=0.18 dL/g

2,2-bis[(2E)-3-(4-{[(4-butylcyclohexyl)carbonyl]oxy}phenyl}prop-2-enoyl]methyl 4,4-Diamino 1,1-biphenyl

(78) ##STR00055##

(79) Yield Polyamic acid 12 in the from of a white powder; []=1.06 dL/g

EXAMPLE 10

(80) Polymerisation Step B (Formation of the Polyimide)

(81) 0.59 g of Polyamic Acid No. 1 obtained in above EXAMPLE 5 are dissolved in 3 ml of 1-methyl-2-pyrrolidone (NMP). Thereto are added 0.28 g (3.57 mmol, 4 equivalent) of pyridine and 364 mg (3.57 mmol, 4 equivalent) acetic acid anhydride, and the dehydration and ring closure is carried out at 80 C. for 2 h. The polymer mixture is diluted with 1.5 ml NMP, precipitated into 100 ml diethyl ether and collected by filtration. The polymer is reprecipitated from THF (10 ml) into 200 ml water to yield, after drying at room temperature under vacuum, 0.55 g Polyimide No 1;

(82) []=0.80 dL/g, Imidization degree ID=100%

EXAMPLE 11

(83) Preparation of an Orientation Layer for Vertical Alignment

(84) A 4% solution of LPP (see molecular structure on figure 1) in a solvent mixture of N-Methyl-2-Pyrrolidone (NMP) and Butylglycol (BC) in a ratio of 1:9 by weight was prepared. This LPP solution was filtered over a 2 m Teflon filter and applied to two indium tin oxide (ITO) coated rectangular glass plates by spin coating at 1350 rpm for 30 seconds. The resulting films were then pre-dried for 5 minutes at 130 C. and further post-baked for 40 minutes at 200 C.

(85) Both ITO covered glass plates were irradiated with polarised UV light at a dose of 48 mJ/cm.sup.2. The direction of incidence of the light being inclined by 40 relative to the plate normal and the incidence plane was parallel to the short side of the substrate. The two irradiated plates were used to build a cell of 20 m spacing in an anti-parallel manner such that the irradiated surfaces were facing each other. The cell was then capillary filled with liquid crystal mixture MLC6610 from Merck in the isotropic phase at 105 C. The cell was then gradually cooled down at a rate of 0.1 C./min from T=105 C. to T=85 C. and at a rate of 2 C/min from T=85 C. to room temperature. When arranged between crossed polarisers, the cell appeared uniformly black for every angle between the short edge of the cell and the polariser transmission axis, as long as viewed from the vertical. In conclusion, the liquid crystal mixture was aligned homeotropically.

(86) When the short edge of the cell was set at 45 to the polariser axis and an AC voltage of 7V and 90 Hz was applied, the liquid crystals switched and caused the cell to appear green (high order birefringence). No defects or tilt domains were observed. Brightness and colour of the switched cell changed asymmetrically when viewed from opposite, but equal oblique angles along a plane parallel to the short edge of the cell. Contrary, no asymmetry was found when viewed obliquely from opposite angles within a plane parallel to the long edge of the cell. When the switched cell with its short edge was aligned parallel or perpendicular to one of the polariser transmission axes the cell appeared dark again. From above observations we concluded that LC alignment capability was induced in the thin film on the substrate due to irradiation with slantwise incident polarized light. The azimuthal alignment direction was parallel to the plane of incidence of the uv-light.

(87) From tilt angle evaluation by means of the crystal rotation method a tilt angle value of 88.2 with respect to the substrate surface was obtained. The direction of the LC molecules was in between the surface normal and the direction of the incident light.

(88) ##STR00056##