Liquid-crystalline medium and liquid-crystal display

Abstract

The present invention relates to dielectrically positive liquid-crystalline media comprising one or more compounds of the formula I, ##STR00001##
and one or more compounds selected from the group of the compounds of the formulae II and III and/or IV, ##STR00002##
in which the parameters have the respective meanings indicated in the specification, and optionally one or more further dielectrically positive compounds and optionally one or more further dielectrically neutral compounds, and to liquid-crystal displays, especially active-matrix displays and in particular TN, IPS and FFS displays, containing these media.

Claims

1. A liquid-crystal medium having positive dielectric anisotropy, which comprises a) one or more compounds of the formula I, ##STR00268## in which n denotes 1, R.sup.11 denotes H, F, Cl, a straight-chain or branched alkyl chain having 1-20 C atoms, in which one CH.sub.2 group or a plurality of CH.sub.2 groups may be replaced by O, C(O) or ##STR00269## but two adjacent CH.sub.2 groups cannot be replaced by O, a hydrocarbon radical which contains a cycloalkanediyl unit or an alkylcycloalkanediyl unit, and in which one CH.sub.2 group or a plurality of CH.sub.2 groups may be replaced by O or C(O), but two adjacent CH.sub.2 groups cannot be replaced by O, R.sup.12 denotes H, F, Cl, CN, CF.sub.3, OCF.sub.3 or a straight-chain or branched alkyl chain having 1-20 C atoms, in which one CH.sub.2 group or a plurality of CH.sub.2 groups may be replaced by O or C(O), but two adjacent CH.sub.2groups cannot be replaced by O, Y.sup.1 denotes H, F, Cl, CN, CF.sub.3, OCF.sub.3 or a straight-chain or branched alkyl chain having 1-20 C atoms, in which one CH.sub.2 group or a plurality of CH.sub.2 groups may be replaced by O or C(O), but two adjacent CH.sub.2 groups cannot be replaced by O, and ##STR00270## on each appearance, independently of one another, denotes ##STR00271## where, in the case of cyclohexanediyl and in the case of the cyclohexenediyl units, one or more H atoms may also be replaced, independently of one another, by F, Cl or CN, and b) one or more compounds selected from the group of the compounds of the formulae II-2h, II-2k, III-2d, III-2e and III-2k ##STR00272## in which R.sup.2 and R.sup.3, independently of one another, denote alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, L.sup.21, L.sup.22, L.sup.23, L.sup.24, L.sup.25, L.sup.26, L.sup.31, L.sup.32, L.sup.33, L.sup.34, L.sup.35 and L.sup.36, independently of one another, denote H or F, and X.sup.2 and X.sup.3, independently of one another, denote halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms and one or more dielectrically neutral compounds of the formula V, ##STR00273## in which R.sup.51 and R.sup.52, independently of one another, have the meaning indicated for R.sup.2 and R.sup.3, ##STR00274## on each occurrence, independently of one another, denotes ##STR00275## Z.sup.51 and Z.sup.52, independently of one another and, if Z.sup.51 occurs twice, also these independently of one another, denote CH.sub.2CH.sub.2, COO, trans-CHCH, trans-CFCF, CH.sub.2O, CF.sub.2O or a single bond, and r denotes 0, 1 or 2.

2. A medium according to claim 1, which additionally comprises one or more compounds selected from the group of the compounds of the formulae II and III, other than a compound of formulae II-2h, II-2k, III-2d, III-2e and III-2k, ##STR00276## in which R.sup.2 and R.sup.3, independently of one another, denote alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, ##STR00277## on each appearance, independently of one another, denote ##STR00278## L.sup.21, L.sup.22, L.sup.31 and L.sup.32, independently of one another, denote H or F, X.sup.2 and X.sup.3, independently of one another, denote halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms, Z.sup.3 denotes CH.sub.2CH.sub.2, CF.sub.2CF.sub.2, COO, trans-CHCH, trans-CFCF, CH.sub.2O or a single bond, and m and n, independently of one another, denote 0, 1, 2 or 3.

3. A medium according to claim 1, which additionally comprises one or more compounds of the formula IV ##STR00279## in which R.sup.41 and R.sup.42, independently of one another, have the meaning indicated for R.sup.2 above claim 1, ##STR00280## independently of one another, and, if ##STR00281## occurs twice, also these independently of one another, denote ##STR00282## Z.sup.41 and Z.sup.42, independently of one another and, if Z.sup.41 occurs twice, also these independently of one another, denote CH.sub.2CH.sub.2, COO, trans-CHCH, trans-CFCF, CH.sub.2O, CF.sub.2O, CC or a single bond, and p denotes 0, 1 or 2.

4. A medium according to claim 1, wherein the total concentration of the compounds of the formula I in the medium is in the range from 1 ppm to 20,000 ppm.

5. A medium according to claim 1, wherein the compounds of the formula I are compounds selected from the group of the compounds of the formula I-2, ##STR00283## in which the parameters have the meanings indicated in claim 1 under formula I.

6. A medium according to claim 2, which comprises one or more compounds of the formula II.

7. A medium according claim 2, which comprises one or more compounds of the formula III.

8. A liquid-crystal display, which contains a medium according to claim 1.

9. A display according to claim 8 which is addressed by an active matrix.

10. A method which comprises including a medium according to claim 1 in a liquid-crystal display.

11. A process for the preparation of a medium according to claim 1, wherein one or more compounds of the formula I, as given in claim 1, are mixed with one or more of the compounds of the formulae II-2h, II-2k, III-2d, III-2e and III-2k as given in claim 1, one or more compounds of formula V as given in claim 1 and optionally one or more further mesogenic compounds and/or one or more additives.

12. A medium of claim 1 which comprises one or more compounds of the formula I, and one or more compounds selected from the group of the compounds of the formulae II-2h.

13. A medium of claim 1 which comprises one or more compounds of the formula I, and one or more compounds selected from the group of the compounds of the formulae II-2h and II-2k.

14. A medium of claim 1 which comprises one or more compounds of the formula I, and one or more compounds selected from the group of the compounds of the formulae III-2d, III-2e and III-2k.

15. A liquid-crystal medium having positive dielectric anisotropy, which comprises a) one or more compounds of the formula I, in an amount of 100 ppm or more effective to stabilize the voltage holding ratio of the mixture in response to exposure to elevated temperature, ##STR00284## in which n denotes 1, R.sup.11 denotes H, F, Cl, a straight-chain or branched alkyl chain having 1-20 C atoms, in which one CH.sub.2 group or a plurality of CH.sub.2 groups may be replaced by O, C(O) or ##STR00285## but two adjacent CH.sub.2groups cannot be replaced by O, a hydrocarbon radical which contains a cycloalkanediyl unit or an alkylcycloalkanediyl unit, and in which one CH.sub.2 group or a plurality of CH.sub.2 groups may be replaced by O or C(O), but two adjacent CH.sub.2 groups cannot be replaced by O, R.sup.12 denotes H, F, Cl, CN, CF.sub.3, OCF.sub.3 or a straight-chain or branched alkyl chain having 1-20 C atoms, in which one CH.sub.2 group or a plurality of CH.sub.2 groups may be replaced by O or C(O), but two adjacent CH.sub.2groups cannot be replaced by O, Y.sup.1 denotes H, F, Cl, CN, CF.sub.3, OCF.sub.3 or a straight-chain or branched alkyl chain having 1-20 C atoms, in which one CH.sub.2 group or a plurality of CH.sub.2 groups may be replaced by O or C(O), but two adjacent CH.sub.2groups cannot be replaced by O, and ##STR00286## on each appearance, independently of one another, denotes ##STR00287## where, in the case of cyclohexanediyl and in the case of the cyclohexenediyl units, one or more H atoms may also be replaced, independently of one another, by F, Cl or CN, and b) one or more compounds selected from the group of the compounds of the formulae II-2h, II-2k, III-2d, III-2e and III-2k ##STR00288## in which R.sup.2 and R.sup.3, independently of one another, denote alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, L.sup.21, L.sup.22, L.sup.23, L.sup.24, L.sup.25, L.sup.26, L.sup.31, L.sup.32, L.sup.33, L.sup.34, L.sup.35 and L.sup.36, independently of one another, denote H or F, and X.sup.2 and X.sup.3, independently of one another, denote halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms and one or more dielectrically neutral compounds of the formula V, ##STR00289## in which R.sup.51 and R.sup.52, independently of one another, have the meaning indicated for R.sup.2 and R.sup.3, ##STR00290## on each occurrence, independently of one another, denotes ##STR00291## Z.sup.51 and Z.sup.52, independently of one another and, if Z.sup.51 occurs twice, also these independently of one another, denote CH.sub.2CH.sub.2, COO, trans-CHCH, trans-CFCF, CH.sub.2O, CF.sub.2O or a single bond, and r denotes 0, 1 or 2.

Description

EXAMPLES

(1) The examples below illustrate the present invention without limiting it in any way.

(2) However, the physical properties show the person skilled in the art what properties can be achieved and in what ranges they can be modified. In particular, the combination of the various properties which can preferably be achieved is thus well defined for the person skilled in the art.

(3) Liquid-crystal mixtures having the composition and properties as indicated in the following tables are prepared and investigated.

(4) Without further elaboration, it is believed that one skilled in the art can, using the preceding description, utilize the present invention to its fullest extent. The preceding preferred specific embodiments are, therefore, to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever.

(5) In the foregoing and in the examples, all temperatures are set forth uncorrected in degrees Celsius and, all parts and percentages are by weight, unless otherwise indicated.

(6) The entire disclosures of all applications, patents and publications, cited herein and of corresponding German application No. 10 2015 008 508.5, filed Jul. 3, 2015, and German application No. 10 2016 002 502.6 are incorporated by reference herein.

(7) TABLE-US-00007 Example 1: Comparative Examples 1.0 to 1.4 and Examples 1.1 and 1.2 Mixture M-1: Composition Compound No. Abbreviation c/% Physical properties 1 CCG-3-OT 10.0 T (N, I) = 73.5 C. 2 CCG-5-OT 10.0 n.sub.e (20 C., 589.3 nm) = 1.5484 3 CCU-2-F 12.0 n (20 C., 589.3 nm) = 0.0731 4 CCU-3-F 10.0 .sub. (20 C., 1 kHz) = 8.6 5 CCU-5-F 8.0 (20 C., 1 kHz) = 5.4 6 CCEG-3-F 10.0 .sub.av. (20 C., 1 kHz) = 5.0 7 CCEG-5-F 10.0 k.sub.1 (20 C.) = 13 pN 8 CC-3-5 10.0 k.sub.3 (20 C.) = 16 pN 9 CP-5-3 20.0 .sub.1 (20 C.) = 114 mPa .Math. s 100.0 V.sub.10 (20 C.) = 1.87 V V.sub.90/V.sub.10 (20 C.) = 1.49

(8) This mixture (mixture M-1) is prepared and divided into five parts. The first part is investigated without addition of a further compound. 1,000 ppm of one of the four compounds to be investigated, here, for comparison, the known compound of the formula Cyasorb UV 2908, Cya for short, likewise for comparison the likewise known compound of the formula Stab., in each case a compound of the formula I, more precisely of the formula I-1-1a or of the formula I-2-1a, as compiled in the following table, are in each case added to the further four parts of the mixture.

(9) ##STR00265##

(10) The four parts of the mixture are investigated as follows.

(11) As an alternative to the compounds of the formulae I-1-1a and I-2-1a, the compounds of the formulae I-1-2, I-1-3 and I-3-1a are also suitable.

(12) ##STR00266##

(13) In each case, six test cells having the alignment layer AL-3046 (Japan Synthetic Rubber (JSR), Japan) and a layer thickness of 3.2 m and transversal electrodes as for TN cells are filled and investigated with respect to their voltage holding ratio (VHR or HR for short). The initial value and the value after heating for four hours at a temperature of 150 C. in bulk are determined. The HR is in each case measured at a temperature of 100 C., after 5 minutes in the oven. The voltage is 1 Vat 50 Hz (signal voltage (source): rectangular voltage with 1 V, 25 Hz, pulse voltage (gate) 10 V, 50 Hz, 60 s, refresh rate 50 Hz). The results are compiled in the following table.

(14) TABLE-US-00008 Example Formula c(X)/ppm HR.sub.0/% HR.sub.temp/% V1.0a None 0 99.6 90.6 V1.1a Cya 1,000 98.4 98.4 V1.2a Stab. 1,000 99.6 99.5 1.1a.1 I-1-1a 1,000 99.5 99.6 1.2a.1 1-2-1a 1,000 99.7 99.6 1.1a.2 I-1-1a 10,000 99.6 99.4 1.2a.2 I-2-1a 10,000 99.7 99.6 Notes: . . . X: compound of the corresponding formula, HR at 100 C., HR.sub.temp after 4 h at 150 C. in bulk.

(15) The mixtures of Examples 1.1 and 1.2, which each comprise a compound of the formula I (I-1-1a or I-2-1a), are distinguished, in particular, by excellent heat stability.

(16) The absence of additives results in a significant drop in the HR of the mixture by 9% after heating. Although the compound Cya does not exhibit a further drop after heating, it is, however, distinguished by a very unfavourable lower starting value. No significant difference is evident between Stab. and I-1-1a and I-2-1a on pure heating. The materials meet all three necessary prerequisites for very good thermal stabilisation. The improvements in the compounds of the formulae I-1-1a and I-1-2a compared with Cya are evident in the further investigations, for example, through higher HR values and their smaller decrease on UV exposure.

(17) The previous table additionally includes corresponding results for mixtures which comprise 10,000 ppm of in each case one of the compounds of the formula I-1-1a or I-1-2a (Examples 1.1a.2 and 1.2a.2).

(18) The substances according to the invention can thus also be employed, as shown, in concentrations which are greater than those typically used in the case of conventional stabilisers without the properties of the mixtures suffering or the stabilising action decreasing.

(19) Corresponding investigations of the four different mixtures described in sealed test cells with exposure to light were subsequently carried out. The stability to light is investigated by means of a test in a corresponding instrument, Suntest CPS+ from Atlas MTS. To this end, the HR is determined before and after exposure to light. To this end, the cells are exposed to illumination for certain times in the Suntest at 20 C. for 1 hour or for 4 hours. The HR is then determined as described above. In addition, the compounds (1) 2,6-di-tert-butyl-4-methylphenol (also called BHT) and (2) 2,6-di-tert-butyl-4-heptylphenol (also called HBHT), as shown in the following table, were investigated as further comparative compounds in two further parts of mixture M-1, likewise in a concentration of 1,000 ppm.

(20) ##STR00267##

(21) The results are summarised in the following table.

(22) TABLE-US-00009 t.sub.UV/h 1 4 Example Formula c(X)/ppm HR.sub.UV(t)/% HR.sub.UV(t)/% V1.0b None 0 98.7 98.0 V1.1b Cya 1,000 97.0 91.1 V1.2b Stab. 1,000 98.9 t.b.d. V1.3b (1) 1,000 99.2 t.b.d. V1.4b (2) 1,000 99.1 t.b.d. 1.1b I-1-1a 1,000 98.4 95.1 1.2b I-2-1a 1,000 99.4 95.9 Notes: . . . X: compound of the corresponding formula, t.b.d.: to be determined, HR at 100 C., HR.sub.UV after exposure with 765 W/m.sup.2 in the cell over the stated time span of 1 hour or 4 hours.

(23) The compounds of the formulae I-1-1a and I-2-1a are at least similarly suitable for the stabilisation of this mixture (M-1) as the comparative compounds. Their superiority in other mixtures, for example having higher polarity, is shown in the following examples.

Example 2

Comparative Examples 2.0 to 2.4 and Examples 2.1 and 2.2

(24) 10% of the compound MPP-5-F are added to mixture M-1 of Example 1.

(25) The resultant mixture (M-2) is investigated as described under Example 1.

(26) The results are compiled in the following table.

(27) TABLE-US-00010 Example Formula c(X)/ppm HR.sub.0/% HR.sub.temp/% V2.0a None 0 98.9 49.2 V2.1a1 Cya 1,000 95.1 83.8 V2.1a2 Cya 2,500 98.2 78.8 V2.1a3 Cya 10,000 96.2 39 V2.2a Stab. 1,000 99.8 99.9 2.1a I-1-1a 1,000 t.b.d. t.b.d. 2.2a1 I-2-1a 1,000 99.2 99.3 2.2a.2 I-2-1a 10,000 99.2 99.0 Notes: . . . X: compound of the corresponding formula, t.b.d.: to be determined, HR at 100 C., HR.sub.temp after 4 h at 150 C. in bulk.

(28) The above table additionally includes corresponding results for mixtures which comprise 2,500 ppm or 10,000 ppm of the compound Cya or 10,000 ppm of the compound of the formula I-2-1a.

(29) The substances to be employed in accordance with the invention can thus also be employed, as shown, in concentrations which are greater than those typically used in the case of conventional stabilisers without the properties of the mixtures suffering or the stabilising action decreasing.

(30) In contrast to the compounds used in accordance with the present application, the comparative compound Cya does not achieve adequate heat stabilisation at 1,000 ppm. An increase in the concentration of the compound Cya to 2,500 ppm or 10,000 ppm even results in a decrease in the heat stabilisation action. This clearly demonstrates the poor suitability of Cya.

(31) The stability of the mixtures to exposure to light was subsequently determined as described in Example 1. The results are summarised in the following table.

(32) TABLE-US-00011 t.sub.UV/h 1 4 Example Formula c(X)/ppm HR.sub.UV(t)/% HR.sub.UV(t)/% V2.0b None 0 61.8 98.0 V2.1b Cya 1,000 46 26 V2.2b Stab. 1,000 395 t.b.d. V2.3b (1) 1,000 33 t.b.d. V2.4b (2) 1,000 378 t.b.d. 2.1b I-1-1a 1,000 48 38 2.2b I-2-1a 1,000 46 37 Notes: . . . X: compound of the corresponding formula, t.b.d.: to be determined, HR at 100 C., HR.sub.UV after exposure with 765 W/m.sup.2 in the cell over the stated time span of 1 hour or 4 hours.

(33) The above table shows that Cya, which, as shown above, does not thermally stabilise adequately, initially exhibits equivalent behaviour on UV exposure of only 1 hour. On longer UV exposure, however, the two compounds I-1-1a and I-2-1a to be employed in accordance with the invention exhibit clear advantages over Cya after exposure to light.

(34) The two compounds I-1-1a and I-2-1a to be employed in accordance with the invention already exhibit clear advantages over all three further comparative compounds Stab., (1) and (2) after exposure for 1 hour. The difference is particularly clear in comparison with the structurally similar compound Stab.

Example 3

Comparative Examples 3.0 to 3.4 and Examples 3.1 and 3.2

(35) 10% of the compound PGUQU-5-F are added to mixture M-1 of Example 1. The resultant mixture (M-3) is investigated as described under Example 1. The results are compiled in the following table.

(36) TABLE-US-00012 Example Formula c(X)/ppm HR.sub.0/% HR.sub.temp/% V3.0 None 0 99.0 77.0 V3.1.1 Cya 1,000 96.6 88.8 V3.2 Stab. 1,000 99.1 98.4 3.1 I-1-1a 1,000 98.0 98.2 3.2 I-2-1a 1,000 99.1 98.9 V3.1.2 Cya 10,000 96.9 55.4 3.2.2 I-2-1a 10,000 99.1 98.8 Notes: . . . X: compound of the corresponding formula, HR at 100 C., HR.sub.temp after 4 h at 150 C. in bulk.

(37) Here too, it was possible to show that the substances to be employed in accordance with the invention can also be employed in concentrations which are greater than those typically used in the case of conventional stabilisers without the properties of the mixtures suffering or the stabilising action decreasing.

(38) By contrast, for example, the comparative compound Cya does not achieve adequate thermal stabilisation at a concentration of 1,000 ppm, and an increase in the concentration of Cya to 10,000 ppm even results in a decrease in thermal stabilisation. Consequently, compound Cya is not suitable for stabilising the corresponding mixtures.

(39) The stability of the mixtures to exposure to light was subsequently determined as described in Example 1. The results are summarised in the following table.

(40) TABLE-US-00013 t.sub.UV/h 1 4 Example Formula c(X)/ppm HR.sub.UV(t)/% HR.sub.UV(t)/% V3.0b None 0 75.3 77.6 V3.1b Cya 1,000 t.b.d. t.b.d. V3.2b Stab. 1,000 42 20 V3.3b (1) 1,000 51 t.b.d. V3.4b (2) 1,000 50 t.b.d. 3.1b I-1-1a 1,000 77.8 63.3 3.2b I-2-1a 1,000 76.7 64.7 Notes: . . . X: compound of the corresponding formula, t.b.d.: to be determined, HR at 100 C., HR.sub.UV after exposure with 765 W/m.sup.2 in the cell over the stated time span of 1 hour or 4 hours.

(41) In this example, the influence of the added compounds on the electrooptical properties and on the switching behaviour of the resultant mixtures was additionally investigated. To this end, TN test cells having a cell thickness which results in an optical retardation (d.Math.n) of 0.5 m, corresponding to the 1.sup.st transmission minimum according to Gooch and Tarry, were used. The investigations are carried out using a DMS-301 instrument from Autronic Melchers, Karlsruhe. To this end, a rectangular voltage of 6 V (PP: peak to peak) with a frequency of 80 Hz is used at a temperature of 20 C. The following table shows by way of example the threshold voltage for the characteristic voltages and the switching-off response time for the response times.

(42) TABLE-US-00014 Example Formula c(X)/ppm .sub.off(0)/ms .sub.off(1 h)/msV V3.0b None 0 75.3 77.6 V3.1b Cya 1,000 82.3 73.4 V3.2b Stab. 1,000 41.7 19.6 V3.3b (1) 1,000 50.8 36.2 V3.4b (2) 1,000 50.0 38.4 3.1b I-1-1a 1,000 77.8 63.3 3.2b I-2-1a 1,000 76.7 64.7 Notes: . . . X: compound of the corresponding formula, .sub.off(t = 0) before exposure, .sub.off(t = 1) after exposure with 765 W/m.sup.2 for 1 h in the cell over the stated time span of 1 hour or 4 hours.

(43) TABLE-US-00015 t.sub.UV/h 0 1 0 1 Example Formula c(X)/ppm V.sub.10/V V.sub.10/V .sub.off/ms .sub.off ms V3.0b None 0 1.51 1.51 24.7 24.8 V3.1b Cya 1,000 t.b.d. t.b.d. t.b.d. t.b.d. V3.2b Stab. 1,000 1.51 1.54 24.8 23.2 V3.3b (1) 1,000 1.51 1.55 24.8 23.6 V3.4b (2) 1,000 t.b.d. t.b.d. t.b.d. t.b.d. 3.1b I-1-1a 1,000 1.50 1.51 25.3 24.4 3.2b I-2-1a 1,000 1.51 1.51 25.0 24.6 Notes: t.b.d.: to be determined

(44) It can be seen from the results in the above table that the compounds of the formulae I-1-1a and I-1-1b to be employed in accordance with the invention result in a smaller increase in the threshold after exposure to light than, for example, the two comparative compounds Stab. and (1).

(45) In this example too, it can again be seen that heat stabilisation of the mixture is generally necessary. The three compounds Stab., I-1-1a and I-2-1a, and in particular the latter two, clearly have superior efficacy to compound Cya.

Example 4

Comparative Examples 4.0 to 4.4 and Examples 4.1 and 4.2

(46) 20% of the compound CC-3-V are added to mixture M-1 of Example 1. The resultant mixture (M-4) is investigated as described under Example 1. However, three different concentrations (to be precise 50 ppm, 100 ppm and 1,000 ppm) of the compounds to be investigated are alternatively added to the starting mixtures here. The results are compiled in the following table.

(47) TABLE-US-00016 Example Formula c(X)/ppm HR.sub.0/% HR.sub.temp/% V4.0 None 0 99.8 90.2 V4.1-1 Cya 1,000 99.1 98.4 V4.1-2 Cya 100 t.b.d. t.b.d. V4.1-3 Cya 50 t.b.d. t.b.d. V4.2-1 Stab. 1,000 99.5 99.4 V4.2-2 Stab. 100 99.2 99.4 V4.2-3 Stab. 50 99.5 99.4 4.1-1 I-1-1a 1,000 99.6 99.7 4.1-2a I-1-1a 100 99.7 99.7 4.1-2b I-1-1a 200 99.7 99.7 4.1-2c I-1-1a 300 99.7 99.7 4.1-3 I-1-1a 50 99.8 99.6 4.2-1a I-2-1a 1,000 99.7 99.8 4-2-1b I-2-1a 10,000 99.9 99.8 4.2-2 I-2-1a 100 t.b.d. t.b.d. 4.2-3 I-2-1a 50 t.b.d. t.b.d. Notes: . . . X: compound of the corresponding formula, t.b.d.: to be determined, HR at 100 C., HR.sub.temp after 4 h at 150 C. in bulk.

(48) The excellent heat stabilisation action of the compounds to be employed in accordance with the invention over a greater concentration range from 50 ppm to 10,000 ppm is clearly evident from these results.

(49) It is clearly evident that the compound Cya also has a weaker heat stabilisation action in this mixture, which is significantly less polar compared with the mixture of the preceding example.

(50) The stability of the mixtures to exposure to light was subsequently determined as described in Example 1. The results are summarised in the following table.

(51) TABLE-US-00017 t.sub.UV/h 1 4 Example Formula c(X)/ppm HR.sub.UV(t)/% HR.sub.UV(t)/% V4.0b None 0 98.7 95.9 V4.1b Cya 1,000 98.8 96.4 V4.2b Stab. 1,000 t.b.d. t.b.d. V4.3b (1) 1,000 t.b.d. t.b.d. V4.4b (2) 1,000 t.b.d. t.b.d. 4.1b I-1-1a 1,000 99.4 94.6 4.2b I-2-1a 1,000 99.6 95.9 Notes: . . . X: compound of the corresponding formula, t.b.d.: to be determined, HR at 100 C., HR.sub.UV after exposure with 765 W/m.sup.2 in the cell over the stated time span of 1 hour or 4 hours.

(52) The compounds to be employed in accordance with the invention are again the most suitable here. In order to achieve good heat stabilisation, they can be employed in a very broad concentration range, and the resultant mixtures exhibit at best only a small drop in the HR on exposure to light or UV radiation. The comparative compound Cya is less suitable here owing to its significantly less pronounced heat stabilisation action.

Examples 5 to 12

(53) The corresponding mixtures M-6 to M-12 are prepared and investigated as in Example 1. In all tables, t.b.d. means to be determined.

Example 5

(54) TABLE-US-00018 Mixture M-5: Composition Compound No. Abbreviation c/% Physical properties 1 CP-3-CL 3.0 T(N, I) = 76.0 C. 2 CCP-3-OT 8.0 n.sub.e (20 C., 589.3 nm) = 1.5949 3 CCP-5-OT 7.0 n (20 C., 589.3 nm) = 0.1142 4 CPU-3-F 10.0 .sub.|| (20 C., 1 kHz) = 17.6 5 CCQU-3-F 15.0 (20 C., 1 kHz) = 11.7 6 PUQU-3-F 8.5 .sub.av. (20 C., 1 kHz) = 9.8 7 CPGU-3-OT 4.0 k.sub.1 (20 C.) = t.b.d. pN 8 APUQU-3-F 7.0 k.sub.3 (20 C.) = t.b.d. pN 9 PGUQU-3-F 7.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s 10 CC-3-V 16.0 V.sub.10 (20 C.) = t.b.d. V 11 CP-3-O1 9.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-5 5.5 100.0 Notes: t.b.d. = to be determined (this abbreviation applies throughout the application).

Example 6

(55) TABLE-US-00019 Mixture M-6: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-3-F 7.0 T(N, I) = 75.5 C. 2 CCQU-3-F 4.0 n.sub.e (20 C., 589.3 nm) = 1.5935 3 PUQU-3-F 15.0 n (20 C., 589.3 nm) = 0.1114 4 CPGU-3-OT 3.0 .sub.|| (20 C., 1 kHz) = 17.6 5 APUQU-2-F 7.0 (20 C., 1 kHz) = 13.8 6 APUQU-3-F 7.0 .sub.av. (20 C., 1 kHz) = 8.4 7 PGUQU-3-F 7.0 k.sub.1 (20 C.) = t.b.d. pN 8 CC-3-V 32.0 k.sub.3 (20 C.) = t.b.d. pN 9 CC-3-V1 6.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s 10 CCP-3-1 12.0 V.sub.10 (20 C.) = t.b.d. V 100.0 V.sub.90/V.sub.10 (20 C.) = t.b.d.

Example 7

(56) TABLE-US-00020 Mixture M-7: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-3-F 10.0 T(N, I) = 76.0 C. 2 DPGU-3-F 2.0 n.sub.e (20 C., 589.3 nm) = 1.6316 3 DPGU-4-F 3.0 n (20 C., 589.3 nm) = 0.1385 4 PGUQU-3-F 8.0 .sub.|| (20 C., 1 kHz) = 8.6 5 CC-3-V 42.0 (20 C., 1 kHz) = 5.6 6 CC-3-V1 8.0 .sub.av. (20 C., 1 kHz) = 4.9 7 PGP-2-3 9.0 k.sub.1 (20 C.) = t.b.d. pN 8 PGP-2-4 8.0 k.sub.3 (20 C.) = t.b.d. pN 9 PGP-2-5 10.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s 100.0 V.sub.10 (20 C.) = t.b.d. V V.sub.90/V.sub.10 (20 C.) = t.b.d.

Example 8

(57) TABLE-US-00021 Mixture M-8: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-3-F 7.5 T(N, I) = 70.0 C. 2 CPGU-3-OT 2.5 n.sub.e (20 C., 589.3 nm) = 1.5956 3 APUQU-3-F 8.0 n (20 C., 589.3 nm) = 0.1114 4 PGUQU-3-F 8.0 .sub.|| (20 C., 1 kHz) = 9.5 5 CC-3-V 48.0 (20 C., 1 kHz) = 6.3 6 CC-3-V1 9.0 .sub.av. (20 C., 1 kHz) = 5.3 7 PGP-2-4 7.0 k.sub.1 (20 C.) = t.b.d. pN 8 PGP-2-5 10.0 k.sub.3 (20 C.) = t.b.d. pN 100.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s V.sub.10 (20 C.) = t.b.d. V V.sub.90/V.sub.10 (20 C.) = t.b.d.

Example 9

(58) TABLE-US-00022 Mixture M-9: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-3-F 3.0 T(N, I) = 75.5 C. 2 CCQU-2-F 8.0 n.sub.e (20 C., 589.3 nm) = 1.5903 3 ACQU-3-F 10.0 n (20 C., 589.3 nm) = 0.1113 4 PUQU-3-F 15.0 .sub.|| (20 C., 1 kHz) = 24.4 5 DPGU-4-F 8.0 (20 C., 1 kHz) = 20.0 6 APUQU-2-F 6.0 .sub.av. (20 C., 1 kHz) = 11.1 7 APUQU-3-F 7.0 k.sub.1 (20 C.) = t.b.d. pN 8 PGUQU-3-F 7.0 k.sub.3 (20 C.) = t.b.d. pN 9 CC-3-V 22.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s 10 CC-3-V1 8.0 V.sub.10 (20 C.) = t.b.d. V 11 CCP-3-1 6.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 100.0

Example 10

(59) TABLE-US-00023 Mixture M-10: Composition Compound No. Abbreviation c/% Physical properties 1 ACQU-2-F 10.0 T(N, I) = 81.0 C. 2 ACQU-3-F 12.0 n.sub.e (20 C., 589.3 nm) = 1.5786 3 PUQU-3-F 11.0 n (20 C., 589.3 nm) = 0.1030 4 CPGU-3-OT 4.0 .sub.|| (20 C., 1 kHz) = 20.9 5 APUQU-2-F 6.0 (20 C., 1 kHz) = 16.7 6 APUQU-3-F 7.0 .sub.av. (20 C., 1 kHz) = 9.8 7 PGUQU-3-F 8.0 k.sub.1 (20 C.) = t.b.d. pN 8 CC-3-V 24.0 k.sub.3 (20 C.) = t.b.d. pN 9 CC-3-V1 6.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s 10 CCP-3-1 12.0 V.sub.10 (20 C.) = t.b.d. V 100.0 V.sub.90/V.sub.10 (20 C.) = t.b.d.

Example 11

(60) TABLE-US-00024 Mixture M-11: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-3-F 8.0 T(N, I) = 75.5 C. 2 APUQU-2-F 9.0 n.sub.e (20 C., 589.3 nm) = 1.5831 3 APUQU-3-F 9.0 n (20 C., 589.3 nm) = 0.1001 4 PGUQU-3-F 9.0 .sub.|| (20 C., 1 kHz) = 13.0 5 CC-3-V 48.0 (20 C., 1 kHz) = 9.6 6 CCP-V-1 15.0 .sub.av. (20 C., 1 kHz) = 6.6 7 PGP-2-3 2.0 k.sub.1 (20 C.) = t.b.d. pN 100.0 k.sub.3 (20 C.) = t.b.d. pN .sub.1 (20 C.) = t.b.d. mPa .Math. s V.sub.10 (20 C.) = t.b.d. V V.sub.90/V.sub.10 (20 C.) = t.b.d.

Example 12

(61) TABLE-US-00025 Mixture M-12: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-3-F 7.0 T(N, I) = 75.5 C. 2 CCQU-3-F 4.0 n.sub.e (20 C., 589.3 nm) = t.b.d. 3 PUQU-3-F 7.0 n (20 C., 589.3 nm) = 0.1114 4 CPGU-3-OT 3.0 .sub.|| (20 C., 1 kHz) = 17.6 5 APUQU-2-F 7.0 (20 C., 1 kHz) = 13.8 6 APUQU-3-F 7.0 .sub.av. (20 C., 1 kHz) = 8.4 7 PGUQU-3-F 7.0 k.sub.1 (20 C.) = t.b.d. pN 8 CC-3-V 32.0 k.sub.3 (20 C.) = t.b.d. pN 9 CC-3-V1 6.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s 10 CCP-3-1 12.0 V.sub.10 (20 C.) = t.b.d. V 100.0 V.sub.90/V.sub.10 (20 C.) = t.b.d.

(62) The mixtures of Examples 5 to 12 are each divided into four parts. Either 50 ppm or 100 ppm of the compound of the formula I-1-1a or I-2-1a are added to one of the four parts of each of the mixtures. The resultant mixtures are investigated as described above.

(63) The resultant mixtures of Examples 5 to 12, which comprise a compound of the formula I (in particular of the formula I-1-1a or I-2-1a), are distinguished, in particular, by excellent heat stability.

Example 13

(64) TABLE-US-00026 Mixture M-13: Composition Compound No. Abbreviation c/% Physical properties 1 CCG-V-F 18.0 T(N, I) = 106 C. 2 CCP-3-OT 5.0 n.sub.e (20 C., 589.3 nm) = 1.5800 3 CCP-5-OT 3.0 n (20 C., 589.3 nm) = 0.0945 4 APUQU-2-F 1.5 .sub.|| (20 C., 1 kHz) = 7.5 5 APUQU-3-F 4.0 (20 C., 1 kHz) = 4.6 6 CDUQU-3-F 3.0 .sub.av. (20 C., 1 kHz) = 4.4 7 DGUQU-4-F 3.0 k.sub.1 (20 C.) = 15.4 pN 8 CC-3-V 25.0 k.sub.3 (20 C.) = 20.2 pN 9 CC-3-V1 5.5 .sub.1 (20 C.) = 83 mPa .Math. s 10 CC-3-2V1 2.0 V.sub.0 (20 C.) = 1.93 V 11 CCP-V-1 10.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 CCP-V2-1 8.0 13 CCVC-3-V 5.0 14 PP-1-2V1 4.0 15 PGP-2-2V 3.0 100.0

(65) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 14

(66) TABLE-US-00027 Mixture M-14: Composition Compound No. Abbreviation c/% Physical properties 1 CCG-V-F 17.0 T(N, I) = 104 C. 2 CCP-3-OT 4.0 n.sub.e (20 C., 589.3 nm) = 1.5794 3 CCP-5-OT 3.0 n (20 C., 589.3 nm) = 0.0949 4 CLP-3-T 3.0 .sub.|| (20 C., 1 kHz) = 7.4 5 CCQU-3-F 5.5 (20 C., 1 kHz) = 4.5 6 APUQU-2-F 2.0 .sub.av. (20 C., 1 kHz) = 4.4 7 DGUQU-4-F 4.0 k.sub.1 (20 C.) = 16.0 pN 8 DPGU-4-F 2.0 k.sub.3 (20 C.) = 20.2 pN 9 CC-3-V 23.5 .sub.1 (20 C.) = 84 mPa .Math. s 10 CC-3-V1 5.5 V.sub.0 (20 C.) = 1.98 V 11 CC-3-2V1 4.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 CCP-V-1 10.0 13 CCP-V2-1 4.0 14 CCVC-3-V 5.0 15 PP-1-2V1 4.5 16 PGP-2-2V 3.0 100.0

(67) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 15

(68) TABLE-US-00028 Mixture M-15: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-3-F 4.0 T(N, I) = 69.5 C. 2 PUQU-3-F 9.50 n.sub.e (20 C., 589.3 nm) = 1.6300 3 PGUQU-3-F 5.0 n (20 C., 589.3 nm) = 0.1337 4 DGUQU-4-F 2.0 .sub.|| (20 C., 1 kHz) = 8.2 5 PPGU-3-F 0.50 (20 C., 1 kHz) = 5.1 6 CC-3-V 35.0 .sub.av. (20 C., 1 kHz) = 4.8 7 CC-3-V1 7.0 k.sub.1 (20 C.) = 13.5 pN 8 CCP-V-1 7.0 k.sub.3 (20 C.) = 12.0 pN 9 PP-1-2V1 7.0 .sub.1 (20 C.) = 59 mPa .Math. s 10 PGP-2-3 8.0 V.sub.0 (20 C.) = t.b.d. V 11 PGP-2-4 8.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-5 7.0 100.0

(69) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 16

(70) TABLE-US-00029 Mixture M-16: Composition Compound No. Abbreviation c/% Physical properties 1 CCU-3-F 2.50 T(N, I) = 77 C. 2 CCQU-3-F 4.0 n.sub.e (20 C., 589.3 nm) = 1.6052 3 PUQU-3-F 14.0 n (20 C., 589.3 nm) = 0.1206 4 CPGU-3-OT 4.5 .sub.|| (20 C., 1 kHz) = 15.8 5 APUQU-2-F 4.0 (20 C., 1 kHz) = 12.2 6 APUQU-3-F 5.0 .sub.av. (20 C., 1 kHz) = 7.7 7 PGUQU-3-F 4.0 k.sub.1 (20 C.) = 12.0 pN 8 PGUQU-4-F 6.0 k.sub.3 (20 C.) = 12.4 pN 9 PGUQU-5-F 1.50 .sub.1 (20 C.) = 78 mPa .Math. s 10 PPGU-3-F 0.50 V.sub.0 (20 C.) = 1.05 V 11 CC-3-V 35.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 CC-3-V1 5.0 13 CCP-V-1 5.0 14 PGP-2-2V 9.0 100.0

(71) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 17

(72) TABLE-US-00030 Mixture M-17: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-2-F 3.0 T(N, I) = 74.7 C. 2 PUQU-3-F 13.5 n.sub.e (20 C., 589.3 nm) = 1.6284 3 PGUQU-3-F 4.0 n (20 C., 589.3 nm) = 0.1338 4 PGUQU-4-F 4.0 .sub.|| (20 C., 1 kHz) = 10.6 5 DPGU-4-F 3.0 (20 C., 1 kHz) = 7.2 6 PPGU-3-F 1.0 .sub.av. (20 C., 1 kHz) = 5.8 7 CC-3-V 38.5 k.sub.1 (20 C.) = 11.7 pN 8 CCP-V-1 9.0 k.sub.3 (20 C.) = 12.7 pN 9 PP-1-2V1 4.0 .sub.1 (20 C.) = 53 mPa .Math. s 10 PGP-1-2V 10.0 V.sub.0 (20 C.) = 1.34 V 11 PGP-2-2V 10.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 100.0

(73) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 18

(74) TABLE-US-00031 Mixture M-18: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-3-F 3.50 T(N, I) = 61 C. 2 PUQU-3-F 11.0 n.sub.e (20 C., 589.3 nm) = 1.5989 3 PGUQU-3-F 5.0 n (20 C., 589.3 nm) = 0.1095 4 DGUQU-4-F 2.0 .sub.|| (20 C., 1 kHz) = 8.0 5 PPGU-3-F 0.50 (20 C., 1 kHz) = 4.9 6 CC-3-V 52.0 .sub.av. (20 C., 1 kHz) = 4.7 7 CC-3-V1 3.0 k.sub.1 (20 C.) = 10.9 pN 8 CCP-V-1 4.0 k.sub.3 (20 C.) = 10.4 pN 9 PP-1-2V1 2.0 .sub.1 (20 C.) = 45 mPa .Math. s 10 PGP-2-3 7.0 V.sub.0 (20 C.) = t.b.d. V 11 PGP-2-4 8.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-5 2.0 100.0

(75) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 19

(76) TABLE-US-00032 Mixture M-19: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-3-F 8.0 T(N, I) = 99.9 C. 2 DGUQU-4-F 2.0 n.sub.e (20 C., 589.3 nm) = 1.5700 3 APUQU-3-F 8.0 n (20 C., 589.3 nm) = 0.0889 4 CDUQU-3-F 8.0 .sub.|| (20 C., 1 kHz) = 10.4 5 CDU-3-F 2.0 (20 C., 1 kHz) = 7.3 6 CC-3-V 32.0 .sub.av. (20 C., 1 kHz) = 5.5 7 CC-3-V1 8.0 k.sub.1 (20 C.) = 15.7 pN 8 CC-3-2V1 5.0 k.sub.3 (20 C.) = 18.9 pN 9 CCP-V-1 8.0 .sub.1 (20 C.) = 83 mPa .Math. s 10 CCP-V2-1 10.0 V.sub.0 (20 C.) = 1.55 V 11 CPP-3-2 2.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 CCVC-3-V 5.0 13 CCPC-3-3 2.0 100.0

(77) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 20

(78) TABLE-US-00033 Mixture M-20: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-3-F 2.0 T(N, I) = 74.5 C. 2 PUQU-3-F 11.0 n.sub.e (20 C., 589.3 nm) = 1.6118 3 PGUQU-3-F 5.0 n (20 C., 589.3 nm) = 0.1197 4 DGUQU-4-F 2.0 .sub.|| (20 C., 1 kHz) = 8.0 5 PPGU-3-F 0.5 (20 C., 1 kHz) = 5.0 6 CC-3-V 38.5 .sub.av. (20 C., 1 kHz) = 4.7 7 CC-3-V1 8.0 k.sub.1 (20 C.) = 12.8 pN 8 CCP-V-1 13.0 k.sub.3 (20 C.) = 13.2 pN 9 PP-1-2V1 3.0 .sub.1 (20 C.) = 58 mPa .Math. s 10 PGP-1-2V 5.5 V.sub.0 (20 C.) = t.b.d. V 11 PGP-2-2V 4.5 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-4 7.0 100.0

(79) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 21

(80) TABLE-US-00034 Mixture M-21: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-3-F 2.0 T(N, I) = 74 C. 2 PUQU-3-F 9.5 n.sub.e (20 C., 589.3 nm) = 1.6413 3 PGUQU-3-F 5.0 n (20 C., 589.3 nm) = 0.1428 4 DGUQU-4-F 2.0 .sub.|| (20 C., 1 kHz) = 8.0 5 PPGU-3-F 0.5 (20 C., 1 kHz) = 4.9 6 CC-3-V 33.0 .sub.av. (20 C., 1 kHz) = 4.7 7 CC-3-V1 7.0 k.sub.1 (20 C.) = 14.2 pN 8 CCP-V-1 7.0 k.sub.3 (20 C.) = 13.2 pN 9 PP-1-2V1 9.0 .sub.1 (20 C.) = 63 mPa .Math. s 10 PGP-2-3 8.0 V.sub.0 (20 C.) = t.b.d. V 11 PGP-1-2V 8.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-2V 9.0 100.0

(81) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 22

(82) TABLE-US-00035 Mixture M-22: Composition Compound No. Abbreviation c/% Physical properties 1 CCU-5-F 4.0 T(N, I) = 78 C. 2 CPU-3-F 10.0 n.sub.e (20 C., 589.3 nm) = 1.6090 3 CPU-3-F 6.0 n (20 C., 589.3 nm) = 0.1230 4 CCQU-3-F 6.0 .sub.|| (20 C., 1 kHz) = 14.4 5 PUQU-3-F 5.0 (20 C., 1 kHz) = 10.9 6 APUQU-3-F 3.50 .sub.av. (20 C., 1 kHz) = 7.1 7 PGUQU-3-F 3.0 k.sub.1 (20 C.) = 12.8 pN 8 PGUQU-4-F 7.0 k.sub.3 (20 C.) = 12.1 pN 9 PGUQU-5-F 7.0 .sub.1 (20 C.) = 82 mPa .Math. s 10 CC-3-V 28.0 V.sub.0 (20 C.) = 1.13 V 11 CC-3-V1 8.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-2V 3.0 13 PGP-2-3 5.0 14 PGP-2-4 4.5 100.0

(83) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 23

(84) TABLE-US-00036 Mixture M-23: Composition Compound No. Abbreviation c/% Physical properties 1 CCG-V-F 4.0 T(N, I) = 104.5 C. 2 CCP-3-OT 6.5 n.sub.e (20 C., 589.3 nm) = 1.6041 3 CDUQU-3-F 4.0 n (20 C., 589.3 nm) = 0.1148 4 PGUQU-3-F 3.0 .sub.|| (20 C., 1 kHz) = 7.6 5 PGUQU-4-F 1.5 (20 C., 1 kHz) = 4.7 6 DGUQU-4-F 3.5 .sub.av. (20 C., 1 kHz) = 4.5 7 DPGU-4-F 2.0 k.sub.1 (20 C.) = 16.9 pN 8 CC-3-V 27.5 k.sub.3 (20 C.) = 19.2 pN 9 CC-3-V1 8.5 .sub.1 (20 C.) = 80 mPa .Math. s 10 CP-3-O2 1.5 V.sub.0 (20 C.) = 2.01 V 11 CCP-V-1 14.5 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 CCP-V2-1 2.5 13 CCVC-3-V 5.0 14 PP-1-2V1 4.0 15 PGP-1-2V 3.5 16 PGP-2-2V 6.0 17 PGP-3-2V 2.5 100.0

(85) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 24

(86) TABLE-US-00037 Mixture M-24: Composition Compound No. Abbreviation c/% Physical properties 1 CCP-3-OT 5.0 T(N, I) = 100.4 C. 2 CPG-3-F 4.0 n (20 C., 589.3 nm) = 0.1173 3 PUQU-3-F 3.0 n (25 C., 589.3 nm) = 0.1159 4 CCGU-3-F 7.5 (20 C., 1 kHz) = 3.6 5 APUQU-2-F 4.0 (25 C., 1 kHz) = 3.4 6 PPGU-3-F 0.5 .sub.av. (20 C., 1 kHz) = t.b.d. 7 CC-3-V 36.5 k.sub.1 (20 C.) = 16.0 pN 8 CCP-V-1 14.0 k.sub.3 (20 C.) = 18.3 pN 9 CCP-V2-1 5.0 .sub.1 (20 C.) = 90 mPa .Math. s 10 CCP-3-1 1.5 V.sub.0 (20 C.) = 2.23 V 11 PP-1-2V1 6.5 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-2V 9.5 13 CPGP-5-2 1.5 14 CPGP-5-3 1.5 100.0

(87) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 25

(88) TABLE-US-00038 Mixture M-25: Composition Compound No. Abbreviation c/% Physical properties 1 CCU-3-F 2.5 T(N, I) = 74.5 C. 2 CCQU-3-F 4.0 n.sub.e (20 C., 589.3 nm) = 1.6066 3 PUQU-3-F 13.0 n (20 C., 589.3 nm) = 0.1200 4 CPGU-3-OT 1.5 .sub.|| (20 C., 1 kHz) = 14.1 5 APUQU-2-F 3.0 (20 C., 1 kHz) = 10.6 6 APUQU-3-F 4.0 .sub.av. (20 C., 1 kHz) = 7.0 7 PGUQU-3-F 3.0 k.sub.1 (20 C.) = 11.9 pN 8 PGUQU-4-F 7.0 k.sub.3 (20 C.) = 12.6 pN 9 PGUQU-5-F 3.0 .sub.1 (20 C.) = 70 mPa .Math. s 10 CC-3-V 40.5 V.sub.0 (20 C.) = 1.11 V 11 CCP-V-1 6.5 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-1-2V 2.0 13 PGP-2-2V 8.0 14 PGP-3-2V 2.0 100.0

(89) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 26

(90) TABLE-US-00039 Mixture M-26: Composition Compound No. Abbreviation c/% Physical properties 1 CCP-3-OT 5.0 T(N, I) = 76.5 C. 2 CCP-5-OT 4.5 n.sub.e (20 C., 589.3 nm) = 1.6085 3 CCU-3-F 4.0 n (20 C., 589.3 nm) = 0.1230 4 CPU-3-F 10.0 .sub.|| (20 C., 1 kHz) = 13.6 5 PUQU-3-F 8.0 (20 C., 1 kHz) = 10.1 6 PGUQU-3-F 4.0 .sub.av. (20 C., 1 kHz) = 6.9 7 PGUQU-4-F 8.0 k.sub.1 (20 C.) = 12.7 pN 8 PGUQU-5-F 7.0 k.sub.3 (20 C.) = 12.2 pN 9 CC-3-V 32.5 .sub.1 (20 C.) = 73 mPa .Math. s 10 CC-3-V1 5.5 V.sub.0 (20 C.) = t.b.d. V 11 PGP-2-3 5.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-5 4.0 13 PGP-2-2V 2.5 100.0

(91) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 27

(92) TABLE-US-00040 Mixture M-27: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-3-F 5.0 T(N, I) = 99.6 C. 2 APUQU-2-F 4.5 n (20 C., 589.3 nm) = 0.1230 3 APUQU-3-F 4.5 n (25 C., 589.3 nm) = 0.1224 4 CDUQU-3-F 5.0 (20 C., 1 kHz) = 5.4 5 PPGU-3-F 1.0 (25 C., 1 kHz) = 5.2 6 CC-3-V 36.0 .sub.av. (20 C., 1 kHz) = 4.6 7 CC-3-2V1 3.0 k.sub.1 (20 C.) = 16.7 pN 8 CCP-V-1 13.0 k.sub.3 (20 C.) = 18.1 pN 9 CCP-V2-1 5.0 .sub.1 (20 C.) = 95 mPa .Math. s 10 CPP-3-2 3.0 V.sub.0 (20 C.) = t.b.d. V 11 PP-1-2V1 2.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-1-2V 5.0 13 PGP-2-2V 5.0 14 PGP-2-3 4.0 15 CPGP-5-2 2.0 16 CPGP-5-3 2.0 100.0

(93) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 28

(94) TABLE-US-00041 Mixture M-28: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-3-F 7.5 T(N, I) = 98.8 C. 2 PGUQU-3-F 6.0 n.sub.e (20 C., 589.3 nm) = 1.7025 3 PGUQU-4-F 7.0 n (20 C., 589.3 nm) = 0.1957 4 DGUQU-4-F 4.0 .sub.|| (20 C., 1 kHz) = 12.2 5 CC-3-V 15.0 (20 C., 1 kHz) = 8.6 6 CP-3-O1 10.0 .sub.av. (20 C., 1 kHz) = 6.5 7 PP-1-2V1 5.0 k.sub.1 (20 C.) = 16.7 pN 8 PGP-1-2V 13.0 k.sub.3 (20 C.) = 17.6 pN 9 PGP-2-2V 16.0 .sub.1 (20 C.) = 138 mPa .Math. s 10 PGP-3-2V 12.0 V.sub.0 (20 C.) = 1.47 V 11 CPGP-5-2 4.5 V.sub.90/V.sub.10 (20 C.) = t.b.d. 100.0

(95) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 29

(96) TABLE-US-00042 Mixture M-29: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-3-F 11.5 T(N, I) = 74.7 C. 2 CPGU-3-OT 7.0 n.sub.e (20 C., 589.3 nm) = 1.6156 3 PPGU-3-F 0.5 n (20 C., 589.3 nm) = 0.1245 4 CC-3-V 51.5 .sub.|| (20 C., 1 kHz) = 6.8 5 CCP-V-1 2.0 (20 C., 1 kHz) = 3.8 6 PGP-2-3 12.0 .sub.av. (20 C., 1 kHz) = 4.3 7 PGP-2-2V 15.5 k.sub.1 (20 C.) = 12.1 pN 100.0 k.sub.3 (20 C.) = 12.0 pN .sub.1 (20 C.) = 47 mPa .Math. s V.sub.0 (20 C.) = 1.88 V V.sub.90/V.sub.10 (20 C.) = t.b.d.

(97) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 30

(98) TABLE-US-00043 Mixture M-30: Composition Compound No. Abbreviation c/% Physical properties 1 CCG-V-F 4.0 T(N, I) = 102.9 C. 2 CCGU-3-F 3.0 n.sub.e (20 C., 589.3 nm) = 1.5950 3 CCQU-3-F 14.0 n (20 C., 589.3 nm) = 0.1091 4 PUQU-3-F 9.5 .sub.|| (20 C., 1 kHz) = 9.0 5 CPGU-3-OT 3.0 (20 C., 1 kHz) = 6.0 6 PGUQU-4-F 3.0 .sub.av. (20 C., 1 kHz) = 5.0 7 CC-3-V 23.5 k.sub.1 (20 C.) = 15.8 pN 8 CC-3-V1 8.0 k.sub.3 (20 C.) = 18.2 pN 9 CC-3-2V1 3.0 .sub.1 (20 C.) = 94 mPa .Math. s 10 CCP-V-1 10.5 V.sub.0 (20 C.) = 1.70 V 11 CCP-V2-1 8.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 PGP-2-2V 4.5 13 PGP-2-3 3.0 14 CGPC-3-3 1.5 15 CPGP-5-2 1.5 100.0

(99) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 31

(100) TABLE-US-00044 Mixture M-31: Composition Compound No. Abbreviation c/% Physical properties 1 CCP-3-OT 5.5 T(N, I) = 80.2 C. 2 CCU-3-F 2.5 n.sub.e (20 C., 589.3 nm) = 1.5823 3 PUQU-3-F 13.5 n (20 C., 589.3 nm) = 0.1021 4 CPGU-3-OT 4.0 .sub.|| (20 C., 1 kHz) = 15.7 5 DPGU-4-F 4.0 (20 C., 1 kHz) = 12.0 6 APUQU-2-F 4.5 .sub.av. (20 C., 1 kHz) = 7.7 7 APUQU-3-F 8.0 k.sub.1 (20 C.) = 12.3 pN 8 CDUQU-3-F 3.0 k.sub.3 (20 C.) = 14.0 pN 9 PGUQU-3-F 4.0 .sub.1 (20 C.) = 79 mPa .Math. s 10 CC-3-V 36.0 V.sub.0 (20 C.) = 1.06 V 11 CC-3-V1 6.5 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 CCP-V-1 8.5 100.0

(101) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 32

(102) TABLE-US-00045 Mixture M-32: Composition Compound No. Abbreviation c/% Physical properties 1 CCP-3-OT 4.5 T(N, I) = 94.5 C. 2 CCGU-3-F 2.5 n.sub.e (20 C., 589.3 nm) = 1.5909 3 PUQU-3-F 6.0 n (20 C., 589.3 nm) = 0.1088 4 APUQU-2-F 5.0 .sub.|| (20 C., 1 kHz) = 14.4 5 APUQU-3-F 9.0 (20 C., 1 kHz) = 11.0 6 PGUQU-4-F 8.0 .sub.av. (20 C., 1 kHz) = 7.1 7 PGUQU-5-F 7.0 k.sub.1 (20 C.) = 14.4 pN 8 CC-3-V 28.0 k.sub.3 (20 C.) = 16.2 pN 9 CC-3-V1 13.0 .sub.1 (20 C.) = 91 mPa .Math. s 10 CCP-V-1 10.0 V.sub.0 (20 C.) = 1.20 V 11 CCP-V2-1 7.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 100.0

(103) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 33

(104) TABLE-US-00046 Mixture M-33: Composition Compound No. Abbreviation c/% Physical properties 1 CCP-3-OT 8.0 T(N, I) = 89.0 C. 2 APUQU-2-F 8.0 n.sub.e (20 C., 589.3 nm) = 1.5888 3 APUQU-3-F 7.0 n (20 C., 589.3 nm) = 0.1092 4 PGUQU-3-F 3.0 .sub.|| (20 C., 1 kHz) = 18.8 5 PGUQU-4-F 9.0 (20 C., 1 kHz) = 15.1 6 DPGU-4-F 6.0 .sub.av. (20 C., 1 kHz) = 8.7 7 DGUQU-4-F 8.0 k.sub.1 (20 C.) = 14.3 pN 8 CC-3-V 33.5 k.sub.3 (20 C.) = 15.0 pN 9 CC-3-V1 12.0 .sub.1 (20 C.) = 91 mPa .Math. s 10 CCP-V-1 4.0 V.sub.0 (20 C.) = 1.02 V 11 PP-1-2V1 1.5 V.sub.90/V.sub.10 (20 C.) = t.b.d. 100.0

(105) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 34

(106) TABLE-US-00047 Mixture M-34: Composition Compound No. Abbreviation c/% Physical properties 1 CPGU-3-OT 3.5 T(N, I) = 75.5 C. 2 PPGU-3-F 0.5 n.sub.e (20 C., 589.3 nm) = 1.5857 3 APUQU-2-F 8.0 n (20 C., 589.3 nm) = 0.1028 4 APUQU-3-F 8.0 .sub.|| (20 C., 1 kHz) = 9.3 5 CDUQU-3-F 1.5 (20 C., 1 kHz) = 6.2 6 PGUQU-3-F 4.0 .sub.av. (20 C., 1 kHz) = 5.2 7 CC-3-V 52.0 k.sub.1 (20 C.) = 12.8 pN 8 CC-3-V1 10.0 k.sub.3 (20 C.) = 13.3 pN 9 PGP-2-3 3.5 .sub.1 (20 C.) = 53 mPa .Math. s 10 PGP-2-4 9.0 V.sub.0 (20 C.) = 1.52 V 100.0 V.sub.90/V.sub.10 (20 C.) = t.b.d.

(107) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 35

(108) TABLE-US-00048 Mixture M-35: Composition Compound No. Abbreviation c/% Physical properties 1 APUQU-2-F 5.5 T(N, I) = 75.0 C. 2 APUQU-3-F 8.0 n.sub.e (20 C., 589.3 nm) = 1.5871 3 CDUQU-3-F 1.0 n (20 C., 589.3 nm) = 0.1025 4 CPGU-3-OT 1.0 .sub. (20 C., 1 kHz) = 8.1 5 PGUQU-3-F 5.0 (20 C., 1 kHz) = 5.1 6 PPGU-3-F 0.5 .sub.av.(20 C., 1 kHz) = 4.7 7 CC-3-V 52.0 k.sub.1(20 C.) = 12.8 pN 8 CC-3-V1 10.0 k.sub.3(20 C.) = 13.5 pN 9 CCP-V-1 3.0 .sub.1 (20 C.) = 51 mPa .Math. s 10 PGP-2-3 6.0 V.sub.0 (20 C.) = 1.67 V 11 PGP-2-4 8.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 100.0

(109) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 36

(110) TABLE-US-00049 Mixture M-36: Composition Compound No. Abbreviation c/% Physical properties 1 CPU-3-F 5.0 T(N, I) = 99.6 C. 2 PUQU-3-F 9.5 n (20 C., 589.3 nm) = 0.1278 3 APUQU-3-F 4.0 (20 C., 1 kHz) = 5.2 4 PGUQU-3-F 3.5 k.sub.1(20 C.) = 15.8 pN 5 PPGU-3-F 0.5 k.sub.3(20 C.) = 17.4 pN 6 CC-3-V 30.5 .sub.1 (20 C.) = 96 mPa .Math. s 7 CC-3-V1 1.5 V.sub.0 (20 C.) = 1.85 V 8 CC-3-2V1 3.0 9 CCP-V-1 12.0 10 CCP-V2-1 7.0 11 CCP-3-3 1.5 12 PP-1-2V1 4.0 13 PGP-2-3 5.0 14 PGP-2-4 5.0 15 CPGP-4-3 2.0 16 CPGP-5-2 3.0 17 CPGP-5-3 3.0 100.0

(111) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 37

(112) TABLE-US-00050 Mixture M-37: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-3-F 10.0 T(N, I) = 100.7 C. 2 CPGU-3-OT 5.5 n (20 C., 589.3 nm) = 0.1193 3 CDUQU-3-F 5.0 (20 C., 1 kHz) = 5.3 4 PGUQU-3-F 1.0 k.sub.1(20 C.) = 15.9 pN 5 PPGU-3-F 0.5 k.sub.3(20 C.) = 18.4 pN 6 CC-3-V 31.0 .sub.1 (20 C.) = 83 mPa .Math. s 7 CC-3-V1 3.5 V.sub.0 (20 C.) = 1.84 V 8 CC-3-2V1 4.0 9 CCP-V-1 13.0 10 CCP-V2-1 12.5 11 PGP-1-2V 7.0 12 PGP-2-2V 7.0 100.0

(113) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 38

(114) TABLE-US-00051 Mixture M-38: Composition Compound No. Abbreviation c/% Physical properties 1 PUQU-3-F 12.0 T(N, I) = 90.7 C. 2 APUQU-2-F 6.0 n (20 C., 589.3 nm) = 0.1188 3 APUQU-3-F 7.0 (20 C., 1 kHz) = 9.8 4 CDUQU-3-F 8.0 k.sub.1(20 C.) = 14.3 pN 5 PPGU-3-F 1.0 k.sub.3(20 C.) = 16.4 pN 6 CC-3-V 31.0 .sub.1 (20 C.) = 78 mPa .Math. s 7 CC-3-V1 3.0 V.sub.0 (20 C.) = 1.28 V 8 CC-3-2V1 3.0 9 CCP-3-1 2.0 10 CCP-V-1 12.0 11 PGP-2-3 4.5 12 PGP-1-2V 4.5 13 PGP-2-2V 4.5 14 CCPC-3-3 1.5 100.0

(115) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 39

(116) TABLE-US-00052 Mixture M-39: Composition Compound No. Abbreviation c/% Physical properties 1 CCP-3-OT 8.0 T(N, I) = 89.6 C. 2 PUQU-2-F 5.0 n (20 C., 589.3 nm) = 0.1192 3 PUQU-3-F 1.5 (20 C., 1 kHz) = 9.9 4 CPGU-3-OT 6.0 k.sub.1(20 C.) = 14.0 pN 5 APUQU-2-F 5.5 k.sub.3(20 C.) = 14.7 pN 6 APUQU-3-F 5.0 .sub.1 (20 C.) = 77 mPa .Math. s 7 CDUQU-3-F 3.0 V.sub.0 (20 C.) = 1.26 V 8 PGUQU-3-F 7.5 9 PPGU-3-F 1.0 10 CC-3-V 40.0 11 CC-3-V1 2.5 12 CCP-3-1 5.0 13 PGP-2-2V 10.0 100.0

(117) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 40

(118) TABLE-US-00053 Mixture M-40: Composition Compound No. Abbreviation c/% Physical properties 1 PGU-2-F 3.0 T(N, I) = 94.8 C. 2 PGU-3-F 3.0 n (20 C., 589.3 nm) = 0.1965 3 PGIGI-3-F 6.0 (20 C., 1 kHz) = 9.9 4 PUQU-3-F 13.0 k.sub.1(20 C.) = 17.1 pN 5 PGUQU-3-F 4.0 k.sub.3(20 C.) = 17.2 pN 6 PGUQU-4-F 4.0 .sub.1 (20 C.) = 148 mPa .Math. s 7 PGUQU-5-F 3.0 V.sub.0 (20 C.) = 1.39 V 8 PPGU-3-F 1.0 9 CC-3-V 13.0 10 CP-3-O1 6.0 11 PP-1-2V1 10.0 12 PGP-1-2V 10.0 13 PGP-2-2V 13.0 14 CPGP-4-3 3.0 15 CPGP-5-2 4.0 16 CPGP-5-3 4.0 100.0

(119) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 41

(120) TABLE-US-00054 Mixture M-41: Composition Compound No. Abbreviation c/% Physical properties 1 CCU-1-F 9.0 T(N, I) = 91.2 C. 2 CCU-2-F 10.0 n (20 C., 589.3 nm) = 0.0709 3 CCU-3-F 12.0 (20 C., 1 kHz) = 9.5 4 CCU-5-F 5.0 k.sub.1(20 C.) = 10.3 pN 5 CGU-2-F 8.0 k.sub.3(20 C.) = 13.2 pN 6 CCQU-2-F 12.0 .sub.1 (20 C.) = 161 mPa .Math. s 7 CCQU-3-F 12.0 V.sub.0 (20 C.) = 1.10 V 8 CCQU-5-F 12.0 9 CC-3-4 9.0 10 CCZC-3-3 3.0 11 CCZC-3-5 3.0 12 CCZC-4-3 2.0 13 CCPC-3-4 3.0 100.0

(121) 40 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 42

(122) TABLE-US-00055 Mixture M-42: Composition Compound No. Abbreviation c/% Physical properties 1 CCP-3-OT 5.0 T(N, I) = 95.1 C. 2 CCP-5-OT 2.5 n.sub.e (20 C., 589.3 nm) = 1.5900 3 APUQU-2-F 2.0 n (20 C., 589.3 nm) = 0.1049 4 APUQU-3-F 4.0 .sub. (20 C., 1 kHz) = 7.8 5 CDUQU-3-F 8.0 (20 C., 1 kHz) = 4.9 6 PGUQU-3-F 3.0 .sub.av.(20 C., 1 kHz) = 4.5 7 CC-3-V 40.0 k.sub.1(20 C.) = 15.6 pN 8 CC-3-V1 7.0 k.sub.3(20 C.) = 17.5 pN 9 CCP-V-1 10.5 .sub.1 (20 C.) = 67 mPa .Math. s 10 CCP-V2-1 5.0 V.sub.0 (20 C.) = 1.87 V 11 PGP-2-2V 13.0 100.0

(123) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 43

(124) TABLE-US-00056 Mixture M-43: Composition Compound No. Abbreviation c/% Physical properties 1 CCG-V-F 3.0 T(N, I) = 103 C. 2 CCP-3-OT 6.5 n.sub.e (20 C., 589.3 nm) = 1.6039 3 APUQU-3-F 2.0 n (20 C., 589.3 nm) = 0.1144 4 DGUQU-4-F 3.5 .sub. (20 C., 1 kHz) = 7.6 5 PGUQU-3-F 4.0 (20 C., 1 kHz) = 4.7 6 PGUQU-4-F 5.0 .sub.av.(20 C., 1 kHz) = 4.5 7 CC-3-V 25.5 k.sub.1(20 C.) = 16.5 pN 8 CC-3-V1 8.5 k.sub.3(20 C.) = 19.5 pN 9 CP-3-O2 4.0 .sub.1 (20 C.) = 82 mPa .Math. s 10 CPP-3-2 1.5 V.sub.0 (20 C.) = 1.97 V 11 CCP-V-1 14.5 12 CCP-V2-1 5.0 13 CCVC-3-V 5.0 14 PP-1-2V1 4.0 15 PGP-1-2V 6.0 16 PGP-2-2V 2.0 100.0

(125) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 44

(126) TABLE-US-00057 Mixture M-44: Composition Compound No. Abbreviation c/% Physical properties 1 CCG-V-F 1.0 T(N, I) = 105 C. 2 CCP-3-OT 6.5 n.sub.e (20 C., 589.3 nm) = t.b.d. 3 APUQU-2-F 3.0 n (20 C., 589.3 nm) = t.b.d. 4 APUQU-3-F 3.0 .sub. (20 C., 1 kHz) = 7.6 5 PGUQU-3-F 3.0 (20 C., 1 kHz) = 4.7 6 PGUQU-4-F 4.0 .sub.av.(20 C., 1 kHz) = 4.5 7 PGUQU-5-F 3.0 k.sub.1(20 C.) = 16.8 pN 8 CC-3-V 24.0 k.sub.3(20 C.) = 19.5 pN 9 CC-3-V1 8.5 .sub.1 (20 C.) = t.b.d. mPa .Math. s 10 CP-3-O2 6.0 V.sub.0 (20 C.) = 1.98 V 11 CCP-V-1 15.0 12 CCP-V2-1 7.0 13 CCVC-3-V 5.0 14 PP-1-2V1 2.5 15 PGP-1-2V 3.5 16 PGP-2-2V 5.0 100.0

(127) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 45

(128) TABLE-US-00058 Mixture M-45: Composition Compound No. Abbreviation c/% Physical properties 1 CCP-3-OT 6.5 T(N, I) = 105 C. 2 APUQU-2-F 2.0 n.sub.e (20 C., 589.3 nm) = t.b.d. 3 APUQU-3-F 3.0 n (20 C., 589.3 nm) = t.b.d. 4 CDUQU-3-F 4.0 .sub. (20 C., 1 kHz) = 7.6 5 PGUQU-3-F 3.0 (20 C., 1 kHz) = 4.7 6 PGUQU-4-F 4.0 .sub.av.(20 C., 1 kHz) = 4.5 7 CC-3-V 25.0 k.sub.1(20 C.) = 17.0 pN 8 CC-3-V1 8.5 k.sub.3(20 C.) = 19.7 pN 9 CP-3-O2 6.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s 10 CCP-V-1 15.0 V.sub.0 (20 C.) = 1.99 V 11 CCP-V2-1 4.5 12 CCVC-3-V 5.0 13 PP-1-2V1 2.0 14 PGP-1-2V 3.5 15 PGP-2-2V 5.0 16 PGP-3-2V 3.0 100.0

(129) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 46

(130) TABLE-US-00059 Mixture M-46: Composition Compound No. Abbreviation c/% Physical properties 1 CCQU-3-F 5.0 T(N, I) = 74 C. 2 PUQU-3-F 12.5 n.sub.e (20 C., 589.3 nm) = 1.6056 3 CPGU-3-OT 3.0 n (20 C., 589.3 nm) = 0.1199 4 APUQU-2-F 3.0 .sub. (20 C., 1 kHz) = 14.0 5 APUQU-3-F 4.5 (20 C., 1 kHz) = 10.4 6 PGUQU-3-F 3.0 .sub.av.(20 C., 1 kHz) = 7.1 7 PGUQU-4-F 6.5 k.sub.1(20 C.) = t.b.d. pN 8 PGUQU-5-F 3.0 k.sub.3(20 C.) = t.b.d. pN 9 CC-3-V 43.0 .sub.1 (20 C.) = t.b.d. mPa .Math. s 10 CCP-V-1 4.5 V.sub.0 (20 C.) = t.b.d. V 11 PGP-1-2V 2.5 12 PGP-2-2V 7.5 13 PGP-3-2V 2.0 100.0

(131) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 47

(132) TABLE-US-00060 Mixture M-47: Composition Compound No. Abbreviation c/% Physical properties 1 CCU-2-F 7.5 T(N, I) = 83 C. 2 CCU-3-F 10.0 n.sub.e (20 C., 589.3 nm) = 1.5928 3 CCQU-2-F 3.0 n (20 C., 589.3 nm) = 0.1103 4 CCQU-3-F 4.0 .sub. (20 C., 1 kHz) = 16.7 5 PUQU-3-F 8.0 (20 C., 1 kHz) = 13.1 6 APUQU-2-F 6.0 .sub.av.(20 C., 1 kHz) = 8.0 7 APUQU-3-F 6.5 k.sub.1(20 C.) = 12.9 pN 8 PGUQU-3-F 4.0 k.sub.3(20 C.) = 12.7 pN 9 PGUQU-4-F 6.5 .sub.1 (20 C.) = 94 mPa .Math. s 10 CC-3-V 15.0 V.sub.0 (20 C.) = 1.04 V 11 CC-3-V1 8.0 12 CC-3-4 8.0 13 CCP-V-1 7.0 14 PGP-2-2V 6.5 100.0

(133) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 48

(134) TABLE-US-00061 Mixture M-48: Composition Compound No. Abbreviation c/% Physical properties 1 CPU-3-F 7.0 T(N, I) = 100.8 C. 2 CCQU-3-F 10.0 n.sub.e (20 C., 589.3 nm) = 1.5924 3 CCGU-3-F 6.0 n (20 C., 589.3 nm) = 0.1080 4 PGUQU-3-F 2.0 .sub. (20 C., 1 kHz) = 8.6 5 PGUQU-4-F 6.0 (20 C., 1 kHz) = 5.8 6 PGUQU-5-F 2.5 .sub.av.(20 C., 1 kHz) = 4.7 7 PPGU-3-F 0.5 k.sub.1(20 C.) = 15.5 pN 8 CC-3-V 34.5 k.sub.3(20 C.) = 18.3 pN 9 CC-3-V1 8.0 .sub.1 (20 C.) = 87 mPa .Math. s 10 CC-3-2V1 3.0 V.sub.0 (20 C.) = 1.72 V 11 CCP-V-1 5.5 12 CCP-V2-1 5.5 13 CPPC-3-3 1.5 14 PGP-2-2V 5.0 15 CPGP-5-2 3.0 100.0

(135) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

Example 49

(136) TABLE-US-00062 Mixture M-49: Composition Compound No. Abbreviation c/% Physical properties 1 CCU-2-F 2.0 T(N, I) = 82.5 C. 2 CCU-3-F 7.0 n.sub.e (20 C., 589.3 nm) = 1.5921 3 CCQU-2-F 2.0 n (20 C., 589.3 nm) = 0.1101 4 CCQU-3-F 7.0 .sub. (20 C., 1 kHz) = 16.5 5 PUQU-3-F 8.0 (20 C., 1 kHz) = 12.9 6 APUQU-2-F 7.0 .sub.av.(20 C., 1 kHz) = 7.9 7 APUQU-3-F 7.0 k.sub.1(20 C.) = 12.6 pN 8 PGUQU-3-F 4.0 k.sub.3(20 C.) = 13.0 pN 9 PGUQU-4-F 7.5 .sub.1 (20 C.) = 88 mPa .Math. s 10 CC-3-V 25.0 V.sub.0 (20 C.) = 1.04 V 11 CC-3-V1 3.0 V.sub.90/V.sub.10 (20 C.) = t.b.d. 12 CC-3-4 6.0 13 CCP-V-1 9.0 14 PGP-2-2V 5.5 100.0

(137) 50 ppm of the compound of the formula I-1-1a are added to the mixture. The resultant mixtures are investigated as described above. They are distinguished, in particular, by excellent heat stability.

(138) The preceding examples can be repeated with similar success by substituting the generically or specifically described reactants and/or operating conditions of this invention for those used in the preceding examples.

(139) From the foregoing description, one skilled in the art can easily ascertain the essential characteristics of this invention and, without departing from the spirit and scope thereof, can make various changes and modifications of the invention to adapt it to various usages and conditions.