Milling blank for the production of medical-technical molded parts

Abstract

This disclosure relates to a milling blank for the production of medical-technical molded parts, in particular dental splints or ear molds, as well as a method for the production of such a blank.

Claims

1. A milling blank for producing medical-technical molded parts made from a material produced from at least two components, wherein a) a first component A comprises a poly(alkyl methacrylate) polymer, a poly(alkyl acrylate) polymer, a poly(cycloalkyl methacrylate) polymer, a poly (cycloalkyl acrylate) polymer, or a copolymer made of at least two different monomers selected from an alkyl methacrylate, an alkyl acrylate, a cycloalkyl methacrylate and a cycloalkyl acrylate, wherein the polymer or monomer of the first component A may optionally be substituted by at least one C.sub.1-4 alkyl, —OH or C.sub.1-4 alcohol; and wherein b) a second component B comprises at least one monomer, in which the polymer or copolymer of component A is at least partially soluble, wherein the monomer is selected from a compound of formula 1, ##STR00009## wherein R.sup.1 is —H or —CH.sub.3, R.sup.2 is selected from, ##STR00010## C.sub.1-10-alkyl, and —[(CH.sub.2).sub.m—O—].sub.n—(CH.sub.2).sub.r—, wherein R.sup.4 and R.sup.5 are independently selected from H, —C.sub.1-4-alkyl, —CF.sub.3, phenyl, or R.sup.4 and R.sup.5 form a ring comprising a hydrocarbon chain comprising 4 to 8 carbon atoms, R.sup.6 is selected from —[(CH.sub.2).sub.p—O—].sub.q—, R.sup.7 is selected from —O—[(CH.sub.2).sub.v—O—].sub.w—, R.sup.8.sub.a and R.sup.9.sub.b are independently selected from —C.sub.1-4-alkyl, phenyl, m, n, p, q, r, v and w are independently selected from 1, 2, 3 and 4, a is 0 or 1, b is 0 or 1, and R.sup.3 is —H, acrylat or methacrylate; characterized in that at least one monomer of the second component B is 2-ethoxyethyl methacrylate or 2-ethoxyethyl acrylate.

2. The milling blank according to claim 1, wherein the polymer is selected from poly-C.sub.1-10-alkyl methacrylate, poly-C.sub.1-10-alkyl acrylate, poly-C.sub.3-18-cycloalkyl methacrylate and poly-C.sub.3-18-cycloalkyl acrylate, and/or the copolymer is made of at least two monomers selected from C.sub.1-10-alkyl methacrylate, C.sub.1-10-alkyl acrylate, C.sub.3-18-cycloalkyl methacrylate and C.sub.3-18-cycloalkyl acrylate.

3. The milling blank according to claim 1, wherein component A comprises a poly(ethyl methacrylate) polymer (PEMA) or a poly(ethyl methacrylate) poly(methyl methacrylate) copolymer (PEMA-PMMA).

4. The milling blank according to claim 1, wherein component A is made up of at least 50%, with respect to the mass of component A of poly(ethyl methacrylate) polymer poly(alkyl acrylate) polymer, poly(cycloalkyl methacrylate) polymer, poly (cycloalkyl acrylate) polymer or copolymer.

5. The milling blank according to claim 1, wherein a mass fraction of at least 25% of the polymer powder is made of poly(ethyl methacrylate) polymer or poly(ethyl methacrylate) poly(methyl methacrylate) copolymer.

6. The milling blank according to claim 1, wherein component A comprises a catalyst, wherein the catalyst is present in a concentration of 0.25-1 percent by weight in relation to the mass of the component A.

7. The milling blank according to claim 5, wherein the catalyst is selected from the group consisting of an organic peroxide, barbituric acid, barbituric acid derivative and combinations thereof.

8. The milling blank according to claim 1, wherein the e monomer of component B is selected from the group methyl methacrylate, ethyl methacrylate, ethyl acrylate, ethoxyethyl methacrylate, ethoxyethyl acrylate, tetrahydrofurfuryl methacrylate, tetrahydrofurfuryl acrylate, tetraethylenglycol dimethacrylat, tetraethylenglycol diacrylat, isobornyl acrylate and/or isobornyl methacrylate.

9. The milling blank according to claim 8, wherein the monomer of component B is ethoxy ethyl methacrylate.

10. The milling blank according to claim 1, wherein component B comprises 2-ethoxyethyl methacrylate or 2-ethoxyethyl acrylate in a concentration of >30% by weight in relation to the total weight of the component B.

11. The milling blank according to claim 1, wherein component B comprises at least 5% with respect to the mass of component B of the monomer.

12. The milling blank according to claim 1, wherein component B comprises at least two different monomers.

13. The milling blank according to claim 12, wherein the component B comprises ethoxy ethyl methacrylate and tetraethylenglycol dimethacrylate.

14. The milling blank according to claim 12, wherein the at least two different monomers have a common percent by weight of at least 50% with respect to the mass of component B.

15. The milling blank according to claim 1, wherein the mass ratio of components A and B is 0.5-2.

16. The milling blank according to claim 1, wherein the component A and/or B comprises a pigment comprising at least one white pigment and optionally a color pigment.

17. A method for the production of a milling blank made of a material for medical-technical molded parts, comprising the steps: preparation of a component A according to claim 1, preparation of a component B according to claim 1, mixing of the components A and B to obtain a reaction mix and curing the reaction mix.

18. The method for the production of a milling blank according to claim 17, wherein curing takes place at a temperature between 30° C. and 70° C. and/or over a duration of 20-90 minutes.

19. The method for the production of a milling blank according to claim 17, wherein the curing takes place in a pressure pot at an internal pressure of at least 2 bar.

20. The method for the production of a milling blank according to claim 17, wherein heating comprises heating to a temperature of 37° C.

Description

BRIEF DESCRIPTION OF THE DRAWINGS

(1) An exemplary embodiment of the invention is explained in greater detail below.

(2) FIG. 1 shows a ime-dependent relaxation of test bodies (5×5×80 mm) at 23° C. (.diamond-solid.) and at 37° C. (.square-solid.)

(3) FIGS. 2A and 2B show the flexural strength of a material as described in experiment 13. The results show a thermo-elastic behavior of the material. Test specimen: 4×4×25 mm (n=10), test equipment: universal testing machine (Galdabini Qasar 2.5 kN), test method: 3 point bending test acc. to. ISO 178 (flexural strength, MPa), loading pin (radius 5), supporting pins (radius 2), support span (20 mm), traverse speed 10 mm/min. Ten test specimen per test were measured at 23° C. (FIG. 2A) and 37° C. (FIG. 2B) according to testing requirements given in ISO 178. The flexural strength was recorded for each test row in MPa. Average values were calculated (68,29222817 MPa at 23° C. and 58,57682411 MPa at 37° C.).

DETAILED DESCRIPTION

Terms and Definitions

(4) The term copolymer refers to a polymer made from at least two different monomers. For example, a PEMA-PMMA copolymer (polyethyl methacrylate-polymethyl methacrylate copolymer) consists of ethyl methacrylate and methyl methacrylate subunits.

(5) The term alkyl refers to a saturated linear or branched hydrocarbon chain. A C.sub.1-4 alkyl denotes a hydrocarbon chain comprising 1, 2, 3 or 4 carbon atoms. Examples of C.sub.1-4 alkyls are methyl, ethyl, propyl, isopropyl, n-butyl, 2-methylpropyl, tert-butyl.

(6) The term C.sub.1-4 alcohol refers to a C.sub.1-4 alkyl which is substituted with one or more —OH groups. Examples include —CH.sub.2OH, —(CH.sub.2).sub.2OH, —(CH.sub.2).sub.3OH, —CH.sub.2CH(OH)CH.sub.3, —(CH.sub.2)4OH, —CH(CH.sub.2OH)CH.sub.2CH.sub.3, —CH.sub.2CH(CH.sub.2OH)CH.sub.3, —CH(OH)(CH.sub.2).sub.2OH, —CH.sub.2CH(OH)CH.sub.2OH, —CH.sub.2CH(OH)(CH.sub.2).sub.2OH and —CH.sub.2CH(CH.sub.2OH).sub.2.

(7) The term cycloalkyl refers to a saturated mono- or polycyclic hydrocarbon compound. Monocyclic hydrocarbon compounds form a ring structure, e.g. cyclohexyl (—C.sub.6H.sub.11). Polycyclic hydrocarbon compounds comprise hydrocarbon compounds which form several rings, e.g. isobornyl or tricyclodecyl. A C.sub.3-18 cycloalkyl refers to a mono- or polycyclic hydrocarbon compound comprising 3 to 18 carbon atoms. Cycloalkyls may be substituted with one or more C.sub.1-4 alkylene, e.g. tricyclodecane dimethanol

(8) The term initiator (also referred to as catalyst) refers to molecules that form a radical and thus start the polymerisation reaction. The radical formation is catalyzed by so-called activators. For example, copper ions of the activator copper(II) acetylacetonate accelerate the radical formation of barbituric acid derivatives. The radical formed in the barbituric acid derivative attacks, for example, a double bond of an alkyl methacrylate monomer.

(9) The term activator (also referred to as catalyst) refers to chemical compounds, an increase in temperature, light or high-energy radiation which stimulate an initiator to form a radical. For example, peroxide compounds can be stimulated thermally or photochemically to form radicals.

(10) The term thermoelasticity or thermomemory effect refers to the property of the material according to the invention to return to its original shape after deformation. This is achieved in particular by heating to a temperature between 35° C. and 37° C.

(11) The term interpenetrating network refers to a polymer network comprising two or more networks which are at least partially cross-linked at the molecular level, but not covalently connected to each other. The networks cannot be separated unless chemical bonds are broken. For example, the polymers of the powder component form one network and the polymers formed from the monomers of the liquid component form another network.

(12) The unit Shore is used to measure Shore indentation hardness. In this measurement, the penetration depth of a pin into the material is measured in mm. The Shore indentation hardness (D) is determined by using a needle that tapers at a 30° angle and has a spherical tip with a diameter of 0.2 millimetres. For this purpose, the needle is pressed into the material for 15 seconds with a contact weight of 5 kg and the penetration depth is determined. A penetration depth of 0 mm corresponds to 100 Shore and a penetration depth of 2.5 mm corresponds to 0 Shore.

(13) For the production of a milling blank for the production of medical-technical molded parts, a material produced from two components A and B is used, the compositions of which are shown in the below table (experiment 1).

(14) TABLE-US-00001 Mass fraction, % Component A Poly(ethyl methacrylate) 99 1-benzyl-5-phenylbarbituric acid 1 Component B Ethoxyethyl methacrylate 49.73 Tetrahydrofurfuryl methacrylate 33.2 1,2-cyclohexane dicarboxylic acid diisononyl ester 16.5 Dilauryl dimethyl ammonium chloride 0.4 1% copper(II)-acetylacetonate solution in MMA 0.17

(15) The two components according to the invention are mixed in a ratio A:B=100:75 with a spatula in a beaker and then cured in a pressure pot (Polymax, by company Dreve) at 50° C. and 6 bar for 45 minutes blister-free in a duplicating silicone mold. A milling blank with a diameter of 98 mm and a thickness of 18 mm is thereby obtained.

(16) Test bodies of the dimension 5×5×80 mm are then generated from this milling blank by means of a milling machine (Otofab 1, by company pro3dure). Alternatively, medical-technical molded parts are manufactured based on three-dimensional data.

(17) The test bodies are then tempered at 23° C. and at 37° C. for 24 h and then bent in the middle by 90°. The relaxation of the angle is subsequently recorded depending on the time at the two aforementioned temperatures in order to document the temperature-dependent memory effect. The results are shown in FIG. 1. It is thereby shown that the formulation according to the invention has a temperature-dependent memory effect, by means of which mold bodies, which are deformed at room temperature, almost return to their original shape from body heat.

(18) Further examples described in more detail below were prepared as follows: The components A and B were mixed in a reaction vessel and incubated for 30 min at 50° C. in a water bath at a pressure of 2 to 4 bar. The mixing ratio of the powder component weight to the liquid component weight was 10:7.5.

(19) The flexibility was determined at room temperature (RT) and at 37° C. Furthermore, the Shore indentation hardness (D), the maximum force, the Modulus of elasticity (E-Modulee, Young's Moduleus) and the resetting at 23° C. and 37° C. were determined. The flexibility was determined in a 3-point bending test according to ISO178. The Shore hardness was determined according to ISO 7619-1.

(20) Experiments 2 to 4 demonstrate that a thermomemory effect can be achieved by using 2-ethoxyethyl methacrylate without the use of a flexibilizer. Omitting 2-ethoxyethyl methacrylate results in material without a thermomemory effect (experiments 5 to 12).

EXPERIMENT 2

Powder Component A

(21) TABLE-US-00002 1. Polyethylmethacrylate CAS 9003-42-3 99% 2. 1-Benzyl-5-phenylbarbituric acid CAS 276-940-2  1%

Liquid Component B

(22) TABLE-US-00003 1. 2-Ethoxyethylmethacrylate CAS 2370-63-0 98.5% 2. Tetraethylenglycoldimethacrylate CAS 109-17-1 0.9% 3. Dilauryldimethylammoniumchloride CAS 3401-74-9 0.4% 4. Copper(II)acetylacetonate CAS 13395-16-9 0.2% (1% solution in methylmethacrylate)

Results

(23) TABLE-US-00004 1. Color colorless 2. Elasticty elastic 3. Shore indentation hardness, D at 23° C. 67 4. Shore indentation hardness, D at 37° C. 62 5. Mechanics 5.1 maximal force, N at 23° C. 122 5.2 maximal force, N at 37° C. 77 5.3 E-Moduleee, MPa at 23° C. 434 5.4 E-Moduleee, MPa at 37° C. 255 6. Resetting, % after 60 sec at 23° C. 73 7. Resetting, % after 60 sec at 37° C. 80

EXPERIMENT 3

Powder Component A

(24) TABLE-US-00005 1. Polyethylmethacrylate CAS 9003-42-3 99% 2. Dibenzoylperoxide CAS 94-36-0  1%

Liquid Component B

(25) TABLE-US-00006 3. 2-Ethoxyethylmethacrylate CAS 2370-63-0 98.5% 4. Tetraethylenglycoldimethacrylate CAS 109-17-1 0.9% 5. Dilauryldimethylammoniumchloride CAS 3401-74-9 0.4% 6. Copper(II)acetylacetonate CAS 13395-16-9 0.2% (1% solution in methylmethacrylate)

Results

(26) TABLE-US-00007 1. Color colorless 2. Elasticty elastic 3. Shore indentation hardness, D at 23° C. 64 4. Shore indentation hardness, D at 37° C. 60 5. Mechcanics 5.1 Maximal force, N at 23° C. 129 5.2 Maximal force, N at 37° C. 81 5.3 E-Moduleee, MPa at 23° C. 445 5.4 E-Moduleee, MPa at 37° C. 265 6. Resetting, % after 60 sec at 23° C. 71 7. Resetting, % after 60 sec at 37° C. 78

EXPERIMENT 4

Powder Component A

(27) TABLE-US-00008 1. Polyethylmethacrylate CAS 9003-42-3 99% 2. Dibenzoylperoxide CAS 94-36-0  1%

Liquid Component B

(28) TABLE-US-00009 1. 2-Ethoxyethylmethacrylate CAS 2370-63-0 97.8% 2. Tetraethylenglycoldimethacrylate CAS 109-17-1 0.9% 3. Dilauryldimethylammoniumchloride CAS 3401-74-9 0.4% 4. Copper(II)acetylacetonate CAS 13395-16-9 0.2% (1% solution in methylmethacrylate) 5. Pigments for tooth color A3 (see table below) 0.7%

(29) TABLE-US-00010 Pigments Color A3 (%) UV 101 (white pigment) 84.03 UV 204 (FE oxide pigment) 14.4 UV 302 (FE oxide pigment) 1.35 UV 904 (carbon black pigment) 0.22

Results

(30) TABLE-US-00011 1. Color Tooth color A3 2. Elasticty elastic 3. Shore indentation hardness, D at 23° C. 65 4. Shore indentation hardness, D at 37° C. 58 5. Mechanics 5.1 Maximal force, N at 23° C. 124 5.2 Maximal force, N at 37° C. 82 5.3 E-Moduleee, MPa at 23° C. 454 5.4 E-Moduleee, MPa at 37° C. 256 6. Resetting, % after 60 sec at 23° C. 70 7. Resetting, % after 60 sec at 37° C. 79

EXPERIMENT 5

Powder Component A

(31) TABLE-US-00012 1. Polyethylmethacrylate CAS 9003-42-3 99% 2. Dibenzoylperoxide CAS 94-36-0  1%

Liquid Component B

(32) TABLE-US-00013 1. Tetrahydrofurfurylmethacrylate CAS 2455-24-5 66.6% 2. Isodecylmethacrylate CAS 29964-84-9 33.3% 3. N,N-Dimethyl-p-toluidin CAS 99-97-8 0.1%

Results

(33) TABLE-US-00014 1. Color yellowish 2. Elasticity brittle 3. Shore indentation hardness, D at 23° C. 82 4. Shore indentation hardness, D at 37° C. 78 5. Mechanics 5.1 Maximal force, N at 23° C. 133 5.2 Maximal force, N at 37° C. 110 5.3 E-Modulee, MPa at 23° C. 744 5.4 E-Modulee, MPa at 37° C. 639 6. Resetting, % after 60 sec at 23° C. N.A. - Fracture 7. Resetting, % after 60 sec at 37° C. N.A. - Fracture

EXPERIMENT 6

Powder Component A

(34) TABLE-US-00015 1. olyethylmethacrylate CAS 9003-42-3 99% 2. Dibenzoylperoxide CAS 94-36-0  1%

Liquid Component B

(35) TABLE-US-00016 1. Tetrahydrofurfurylmethacrylate CAS 2455-24-5 86.6% 2. Isodecylmethacrylate CAS 29964-84-9 13.3% 3. N,N-Dimethyl-p-toluidin CAS 99-97-8 0.1%

Results

(36) TABLE-US-00017 1. Color yellowish 2. Elasticity brittle 3. Shore indentation hardness, D at 23° C. 80 4. Shore indentation hardness, D at 37° C. 74 5. Mechanics 5.1 Maximal force, N at 23° C. 125 5.2 Maximal force, N at 37° C. 138 5.3 E-Modulee, MPa at 23° C. 1042 5.4 E-Modulee, MPa at 37° C. 926 6. Resetting, % after 60 sec at 23° C. N.A. - Fracture 7. Resetting, % after 60 sec at 37° C. N.A. - Fracture

EXPERIMENT 7

Powder Component A

(37) TABLE-US-00018 1. Polyethylmethacrylate CAS 9003-42-3 99% 2. Dibenzoylperoxide CAS 94-36-0  1%

Liquid Component B

(38) TABLE-US-00019 1. Tetrahydrofurfurylmethacrylate CAS 2455-24-5 86.6% 2. Isodecylmethacrylate CAS 29964-84-9 13.3% 3. N,N-Dihydroxyethyl-p-toluidin CAS 3077-12-1 0.1%

Results

(39) TABLE-US-00020 1. Color almost colorless 2. Elasticity brittle 3. Shore indentation hardness, D at 23° C. 80 4. Shore indentation hardness, D at 37° C. 75 5. Mechanics 5.1 Maximal force, N at 23° C. 119 5.2 Maximal force, N at 37° C. 128 5.3 E-Modulee, MPa at 23° C. 996 5.4 E-Modulee, MPa at 37° C. 896 6. Resetting, % after 60 sec at 23° C. N.A. - Fracture 7. Resetting, % after 60 sec at 37° C. N.A. - Fracture

EXPERIMENT 8

Powder Component A

(40) TABLE-US-00021 1. Polyethylmethacrylate CAS 9003-42-3 99% 2. 1-Benzyl-5-phenylbarbituric acid CAS 276-940-2  1%

Liquid Component B

(41) TABLE-US-00022 1. Tetrahydrofurfurylmethacrylate CAS 2455-24-5 86.2% 2. Isodecylmethacrylate CAS 29964-84-9 13.3% 3. Dilauryldimethylammoniumchloride CAS 3401-74-9 0.4% 4. Copper(II)acetylacetonate CAS 13395-16-9 0.1% (1% solution in methylmethacrylate)

Results

(42) TABLE-US-00023 1. Color colorless 2. Elasticity brittle 3. Shore indentation hardness, D at 23° C. 80 4. Shore indentation hardness, D at 37° C. 74 5. Mechanics 5.1 Maximal force, N at 23° C. 114 5.2 Maximal force, N at 37° C. 124 5.3 E-Modulee, MPa at 23° C. 987 5.4 E-Modulee, MPa at 37° C. 963 6. Resetting, % after 60 sec at 23° C. N.A. - Fracture 7. Resetting, % after 60 sec at 37° C. N.A. - Fracture

EXPERIMENT 9

Powder Component A

(43) TABLE-US-00024 1. Polyethylmethacrylate CAS 9003-42-3 98.5% 2. 1-Benzyl-5-phenylbarbituric acid CAS 276-940-2 1.5%

Liquid Component B

(44) TABLE-US-00025 1. Tetrahydrofurfurylmethacrylat CAS 2455-24-5 79.5%  2. Tetraethylenglycoldimethacrylat CAS 109-17-1  20% 3. Dilauryldimethylammoniumchlorid CAS 3401-74-9 0.4% 4. Copper(II)acetylacetonat CAS 13395-16-9 0.1% (1% solution in methylmethacrylate)

Results

(45) TABLE-US-00026 1. Color colorless 2. Elasticity brittle 3. Shore indentation hardness, D at 23° C. 81 4. Shore indentation hardness, D at 37° C. 79 5. Mechanics 5.1 Maximal force, N at 23° C. 128 5.2 Maximal force, N at 37° C. 127 5.3 E-Modulee, MPa at 23° C. 1091 5.4 E-Modulee, MPa at 37° C. 1051 6. Resetting, % after 60 sec at 23° C. N.A. - Fracture 7. Resetting, % after 60 sec at 37° C. N.A. - Fracture

EXPERIMENT 10

Powder Component A

(46) TABLE-US-00027 1. Polyethylmethacrylate CAS 9003-42-3 98.5% 2. 1-Benzyl-5-phenylbarbituric acid CAS 276-940-2 1.5%

Liquid Component B

(47) TABLE-US-00028 1. Tetrahydrofurfurylmethacrylate CAS 2455-24-5 99.5% 2. Dilauryldimethylammoniumchloride CAS 3401-74-9 0.4% 3. Copper(II)acetylacetonate CAS 13395-16-9 0.1% (1% solution in methylmethacrylate)

Results

(48) TABLE-US-00029 1. Color colorless 2. Elasticity brittle 3. Shore indentation hardness, D at 23° C. 79 4. Shore indentation hardness, D at 37° C. 73 5. Mechanics 5.1 Maximal force, N at 23° C. 114 5.2 Maximal force, N at 37° C. 165 5.3 E-Modulee, MPa at 23° C. 1024 5.4 E-Modulee, MPa at 37° C. 1084 6. Resetting, % after 60 sec at 23° C. N.A. - Fracture 7. Resetting, % after 60 sec at 37° C. N.A. - Fracture

EXPERIMENT 11

Powder Component A

(49) TABLE-US-00030 1. Polyethylmethacrylate CAS 9003-42-3 98.5% 2. 1-Benzyl-5-phenylbarbituric acid CAS 276-940-2 1.5%

Liquid Component B

(50) TABLE-US-00031 1. Tetrahydrofurfurylmethacrylate CAS 2455-24-5 89.5%  2. Hexandioldiacrylate CAS 13048-33-4  10% 3. Dilauryldimethylammoniumchloride CAS 3401-74-9 0.4% 4. Copper(II)acetylacetonate CAS 13395-16-9 0.1% (1% solution in methylmethacrylate)

Results

(51) TABLE-US-00032 1. Color colorless 2. Elasticity brittle 3. Shore indentation hardness, D at 23° C. 76 4. Shore indentation hardness, D at 37° C. 75 5. Mechanics 5.1 Maximal force, N at 23° C. 115 5.2 Maximal force, N at 37° C. 114 5.3 E-Modulee, MPa at 23° C. 1075 5.4 E-Modulee, MPa at 37° C. 1005 6. Resetting, % after 60 sec at 23° C. N.A. - Fracture 7. Resetting, % after 60 sec at 37° C. N.A. - Fracture

EXPERIMENT 12

Powder Component A

(52) TABLE-US-00033 1. Polyethylmethacrylate CAS 9003-42-3 73.5% 2. Polymethylmethacrylate CAS 9011-14-7 .sup. 25% 3. 1-Benzyl-5-phenylbarbituric acid CAS 276-940-2  1.5%

Liquid Component B

(53) TABLE-US-00034 1. Tetrahydrofurfurylmethacrylate CAS 2455-24-5 89.5%  2. Isodecylmethacrylate CAS 29964-84-9  10% 3. Dilauryldimethylammoniumchloride CAS 3401-74-9 0.4% 4. Copper(II)acetylacetonate CAS 13395-16-9 0.2% (1% solution in methylmethacrylate)

Results

(54) TABLE-US-00035 1. Color colorless 2. Elasticity brittle 3. Shore indentation hardness, D at 23° C. 77 4. Shore indentation hardness, D at 37° C. 76 5. Mechanics 5.1 Maximal force, N at 23° C. 133 5.2 Maximal force, N at 37° C. 146 5.3 E-Modulee, MPa at 23° C. 999 5.4 E-Modulee, MPa at 37° C. 1003 6. Resetting, % after 60 sec at 23° C. N.A. - Fracture 7. Resetting, % after 60 sec at 37° C. N.A. - Fracture

EXPERIMENT 13

(55) TABLE-US-00036 Rohstoff/Edukt Formulation % Powder component A Polyethylmethacrylate 99 1-Benzyl-5-phenlybarbituric acid 1 Liquid component B Ethoxyethylmethacrylate 59.66 Tetrahydrofurfurylmethacrylate 39.77 (THFMA/M151) 1,2-cyclohexane dicarboxylic acid 0 diisononyl ester Dilauryldimethyl-ammoniumchloride 0.4 Copper(II)-2,4-pentan-dionate 0.17 0.1% in MMA Tempo 0.002