Process and composition for preparing a dental polymer product

Claim 2

A process for preparing a polymer composition as claimed in claim 1 wherein the said macromonomers comprises of the following formulas I and II wherein A and D are unsaturated moieties, B is a moiety derived from a diepoxide or a diisocyanate and C is at least a moiety having two H-active residues selected from the group consisting of -OH, -COOH, -NH₂, -NH-, -SH

Claim 3

A process for preparing a polymer composition as claimed in claim 1 wherein said macromonomers are α,ω-terminated poly (epoxide-carboxylic acid) macromonomers of formulas M-1, M-8 and M-9 , α,ω-terminated poly(epoxide-amine) macromonomers of formulas M-2 to M-5 , M-10 and M-11 or α,ω-terminated poly (epoxide-phenol) macromonomers of formulas M-6 , M-7 and M-12 wherein R   is a residue derived from a diepoxide, notably a residue of the following formula whereby X is C(CH₃)₂, -CH₂-, -O-, -S-, -CO-, -SO₂- R₁   denotes hydrogen or a substituted or unsubstituted C₁ to C₁₂ alkyl group or an oxyalkyl group, C₂ to C₁₂ alkenyl group, C₅ to C₁₂ cycloalkyl, C₆ to C₁₂ aryl or C₇ to C₁₂ aralkyl R₂   is a difunctional substituted or unsubstituted C₁ to C₁₂ alkyl group, C₂ to C₁₂ alkenyl group, C₅ to C₁₂ cycloalkyl, C₆ to C₁₂ aryl or C₇ to C₁₂ aralkyl, R₃   denotes hydrogen or a substituted or unsubstituted C₁ to C₁₂ alkyl group, C₂ to C₁₂ alkenyl group, C₅ to C₁₂ cycloalkyl, C₆ to C₁₂ aryl or C₇ to C₁₂ aralkyl, R₄   is a substituted or unsubstituted C₆ to C₁₂ aryl, such as whereby X is C(CH₃)₂, -CH₂-, -O-, -S-, -CO-, -SO₂- and n is an integers of n =1, 2, 3, 4, 5, 6, 7, 8,...

Claim 4

A process for preparing a polymer composition as claimed in claim 1 wherein said macromonomers having at least one repetitive unit selected of the group of urethanes, ureas or thioureas of the following formulas M-13 to M-24 : wherein R   is a residue derived from a diisocyanate, notably a residue of the following formula R₁   denotes hydrogen or a substituted or unsubstituted C₁ to C₁₂ alkyl group, C₂ to C₁₂ alkenyl group, C₅ to C₁₂ cycloalkyl, C₆ to C₁₂ aryl or C₇ to C₁₂ aralkyl R₂   is a difunctional substituted or unsubstituted C₁ to C₁₂ alkyl group, C₂ to C₁₂ alkenyl group, C₅ to C₁₂ cycloalkyl, C₆ to C₁₂ aryl or C₇ to C₁₂ aralkyl R₃   denotes hydrogen or a substituted or unsubstituted C₁ to C₁₂ alkyl group, C₂ to C₁₂ alkenyl group, C₅ to C₁₂ cycloalkyl, C₆ to C₁₂ aryl or C₇ to C₁₂ aralkyl, R₄   is a substituted or unsubstituted C₆ to C₁₂ aryl, such as whereby X is C(CH₃)₂, -CH₂-, -O-, -S-, -CO-, -SO₂- and n is an integers of n =1, 2, 3, 4, 5, 6, 7, 8

Claim 5

A process for preparing a polymer composition as claimed in claim 1 wherein said macromonomers and addition polymers are comprised in a weight ratio between 1: 99 % and 90: 1 %, preferable in a weight ratio between 10: 90 % and 90: 10 %, most preferable in a weight ratio between 30: 70 % and 70: 30 %.

Claim 6

A process for preparing a polymer composition as claimed in claim 1 wherein said reactive diluent is triethyleneglycol bismethacrylate, diethyleneglycol bismethacrylate, dioxolan bismethacrylate, vinyl-, vinylen- or vinylidenacrylate- or methacrylate substituted spiroorthoesters, spiroorthocarbonates or bicyloortho esters, ethoxylated Bis-GMA in a content of 5 to 50 wt-%.

Claim 7

A process for preparing a polymer composition as claimed in claim 1 wherein said di- or polyepoxide is bisphenol-A diglycidyl ether, bisphenol-F diglycidyl ether, novolakepoxides, N,N,N',N'-tetraglycidyl diaminodiphenylmethan or Δ³-tetrahydrophthalic acid diglycidyl ester.

Claim 8

A process for preparing a polymer composition as claimed in claim 1 wherein said primary monoamine is benzylamine, 1-adamantanamine, α-phenethylamine and ethanol amine and as disecondary diamines N,N'-dibenzyl-ethylenediamine, N,N'-dimethyl-ethylenedi-amine, N,N'-dibenzyl-3,6-dioxaoctandi-amine-1,8, N,N'-dibenzyl-5-oxanonandiamine-1,9, N,N'-dibenzyl-(2,2,4)/(2,4,4)-trimethylhexamethylenediamine and as polyamines N,N-dipropylenetriamine, tripropylenetetramine, isophorondiamine, (2,2,4)/(2,4,4)-trimethylhexamethylenediamine-1,6, 3(4),8(9)- bis(amino methyl)tricyclo-5.2.1.0. 2,6 -decan or O,O'-bis-amino(polypropyleneglycol).

Claim 9

A process for preparing a polymer composition as claimed in claim 1 wherein said diisocyanate is toluendiisocyanate, hexamethylenediisocyanate, 2,2,4-(2,3,4)-trimethylhexamethylendiisocyanate, isophorondiisocaanate or 4,4'-diphenylmethanediisocyanate.

Claim 10

A process for preparing a polymer composition as claimed in claim 1 wherein said dicarboxylic acid is a substituted or unsubstituted aliphatic, araliphatic, cycloaliphatic (bi- and tricyclic) and/or aromatic dicarboxylic acids such as succinic acid, adipic acid, hexahydrophthalic acid, phthalic acid, terephthalic acid.

Claim 11

A process for preparing a polymer composition as claimed in claim 1 wherein said dicarboxylic acid anhydride is a substituted or unsubstituted aliphatic, araliphatic, cycloaliphatic (bi- and tricyclic) and/or aromatic dicarboxylic acid anhydrides such as succinic acid anhydride, methylsuccinic acid anhydride, hexahydrophthalic acid anhydride, dichlormaleic acid anhydride, tetrahydro phthalic acid anhydride, phthalic acid and 3,4,5,6-tetrachloro-7,7-difluoro-3,6-endomethylene tetrahydro phthalic acid anhydride.

Claim 12

A process for preparing a polymer composition as claimed in claim 1 wherein said phenol is a substituted or unsubstituted phenols such as phenol, resorcinol, hydroquinon, 2,2-bis(4-hydroxyphenyl)propane, 4,4'-dihydroxy sulphone.

Claim 13

A process for preparing a polymer composition as claimed in claim 1 wherein said dithiole is a substituted or unsubstituted aliphatic, araliphatic, cycloaliphatic (bi- and tricyclic) and/or aromatic dithioles such as thiocole, 1,8-dimer-capto-3,6-dioxaoctane, 1,7-dimercapto-3,5-dioxaheptane, 1,9-dimercapto-5-oxa-nonane, 1,14-dimercapto-5,10-dioxatetradecane, mercapto acid-1,4-butandiol ester, 4,4'-oxydithiophenol.

Claim 14

A process for preparing a polymer composition as claimed in claim 1 whereby additional compounds which undergo polyaddition with di- and polyepoxides an added notably as cyanuric acid, melamine- and urea-formaldehyde-resins, amides, di- and polyisocyanates or inorganic acids such as phosphoric acid or phosphonic acid.

Claim 15

A process for preparing a polymer composition as claimed in claim 1 wherein said photo initiator is benzoinmethylether, benzilketal, camphor quinon, acylphosphinoxides in a ratio of 0,1 to 3 wt-%.

Claim 16

A process for preparing a polymer composition as claimed in claim 1 wherein said thermal initiators azobisisobutyronitril or dibenzoylperoxid in a portion of 0,1 to 3 wt-% or redox initiator systems.

Claim 17

A process for preparing a polymer composition as claimed in claim 1 polymerizing photochemically for 10 to 300 seconds having a rapid fixation followed by the thermal polymerization in a temperature range of 20 to 200 °C during 0,5 to 40 hours.

Claim 18

A process for preparing a polymer composition as claimed in claim 1 polymerizing in two thermal initiated steps whereas the first polymerization occurs at 35 to 130 °C for 10 to 600 seconds and the second polymerization occurs at 20 to 200 °C for 0,5 to 40 hours.

Claim 19

A process for preparing a polymer composition as claimed in claim 1 wherein said filler is an inorganic glass such as barium-alumosilicat glass, xerogel or an inorganic compound such as La₂O₃, ZrO₂, BiPO₄, CaWO₄, BaWO₄, SrF₂, Bi₂O₃ or an organic filler such as a particle polymer.

Claim 20

A process for preparing a polymer composition as claimed in claim 1 containing dye pigments.

Claim 21

A process for preparing a polymer composition as claimed in claim 1 prepared as a two-part system comprising two pastes, which require mixing prior to their application.

Claim 22

A process for preparing a polymer composition as claimed in claim 1 wherein said interpenetrating network comprises at least one network polymer and at least one linear addition polymer.

Claim 23

A kit of parts performing the process according to claim 1 comprises a component of (i) at least one monomer having at least two double bonds and a second component of (ii) at least one polyaddition component having at least two moieties capable of addition reaction selected from the groups consisting of epoxide or isocyanate moieties and (iii) at least two H-active components having at least two HX-residues selected from the group consisting of -OH, -COOH, -NH₂, -NH-, -SH

Claim 24

Polymer composition obtained by a process according to claims 1.

Claim 25

Artificial teeth composed of a polymer of claim 24.