Bulky monomers leading to resins exhibiting low polymerization shrinkage
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Abstract
The invention relates to a dental composite material wherein space-filling compounds are utilized to reduce shrinkage upon polymerization; the invention also relates to a method for producing dental restoration articles with reduced shrinkage; the invention also relates to various dental restorative articles comprising the aforementioned space-filling compounds.
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Citations
25 Claims
- 1. A compound of the formula
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2. A compound of the formula
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3. A compound of the formula
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4. A compound of the formula
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5. A compound of the formula
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6. A compound of the formula
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7. A compound of the formula
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8. A compound of the formula
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9. A compound of the formula
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11. A dental composite material comprising:
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(a) at least one (meth)acrylic ester compound, (b) at least one polymerization initiator compound, (c) at least one inorganic filler, and (d) at least one space-filling compound comprising at least one of (e) wherein R1 and R2 are independently acryloyl;
methacryloyl;
2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R3 and R4 are independently H, CH3, alkyl, or aralkyl such that the carbon atom attached to the cyclopentane ring is aliphatic with at least one H; and
R5 and R6 are independently H, CH3, alkyl or aralkyl, containing one carbon less than R3 and R4 respectively;
provided when R3 and R4 are CH3 and R5 and R6 are H that R1 and R2 are independently 2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
wherein R7 and R8 are independently 2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
3-acryloyloxy-2,2-dimethylpropyl;
3-methacryloyloxy-2,2-dimethylpropyl;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl acrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R9 and R10 are independently H, CH3, alkyl, or aralkyl such that the carbon atom attached to the cyclopentane ring is aliphatic with at least one H;
R11 and R12 are independently H, CH3, alkyl, or aralkyl, containing one carbon less than R9 and R10 respectively;
wherein R13 and R14 are independently 2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
3-acryloyloxy-2,2-dimethylpropyl;
3-methacryloyloxy-2,2-dimethylpropyl;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl acrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R15, R16, and R17 are independently H, CH3, alkyl, or aralkyl such that the carbon atom attached to the cyclopentane ring is aliphatic with at least one H;
R18 is H, CH3, alkyl, or aralkyl, containing one carbon less than R15, R16, or R17;
wherein R19 and R20 are independently acryloyl;
methacryloyl;
2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R21, R22, and R23 are independently H, CH3, alkyl, or aralkyl;
wherein R24 and R25 are independently acryloyl;
methacryloyl;
2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R26 and R27 are independently H, CH3, alkyl, or aralkyl;
provided when R26 and R27 are H that R24 and R25 are independently 2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
wherein R28 and R29 are independently acryloyl;
methacryloyl;
2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R30 and R31 are independently H, CH3, alkyl, or aralkyl;
provided when R30 and R31 are H or CH3 that R28 and R29 are independently 2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
wherein R34 and R35 are independently 2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate; and
wherein R36 and R37 are independently 2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
3-acryloyloxy-2,2-dimethylpropyl;
3-methacryloyloxy-2,2-dimethylpropyl;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl acrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate. - View Dependent Claims (12, 13)
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- 14. A dental composite material comprising at least one space-filling compound functionally terminated with at least two urethane (meth)acrylate groups.
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16. A method for producing a dental restoration article with reduced shrinkage, comprising the steps of:
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(a) mixing at least one space-filling compound with at least one of (i) at least one (meth)acrylic ester compound, (ii) at least one polymerization initiator, and (iii) at least one inorganic filler; and
(b) forming and curing the dental restoration article;
wherein the space-filling compound comprises at least one of wherein R1 and R2 are independently acryloyl;
methacryloyl;
2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R3 and R4 are independently H, CH3, alkyl, or aralkyl such that the carbon atom attached to the cyclopentane ring is aliphatic with at least one H; and
R5 and R6 are independently H, CH3, alkyl or aralkyl, containing one carbon less than R3 and R4 respectively;
provided when R3 and R4 are CH3 and R5 and R6 are H that R1 and R2 are independently 2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
wherein R7 and R8 are independently 2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
3-acryloyloxy-2,2-dimethylpropyl;
3-methacryloyloxy-2,2-dimethyl propyl;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl acrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R9 and R10 are independently H, CH3, alkyl, or aralkyl such that the carbon atom attached to the cyclopentane ring is aliphatic with at least one H;
R11 and R12 are independently H, CH3, alkyl, or aralkyl, containing one carbon less than R9 and R10 respectively;
wherein R13 and R14 are independently 2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
3-acryloyloxy-2,2-dimethylpropyl;
3-methacryloyloxy-2,2-dimethylpropyl;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl acrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acryl ate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R15, R16, and R17 are independently H, CH3, alkyl, or aralkyl such that the carbon atom attached to the cyclopentane ring is aliphatic with at least one H;
R18 is H, CH3, alkyl, or aralkyl, containing one carbon less than R15, R16, or R17;
wherein R19 and R20 are independently acryloyl;
methacryloyl;
2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R21, R22, and R23 are independently H, CH3, alkyl, or aralkyl;
wherein R24 and R25 are independently acryloyl;
methacryloyl;
2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R26 and R27 are independently H, CH3, alkyl, or aralkyl;
provided when R26 and R27 are H that R24 and R25 are independently 2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
wherein R28 and R29 are independently acryloyl;
methacryloyl;
2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
R30 and R31 are independently H, CH3, alkyl, or aralkyl;
provided when R30 and R31 are H or CH3 that R28 and R29 are independently 2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate;
wherein R34 and R35 are independently 2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
2-(carbonylamino)ethyl acrylate;
2-(carbonylamino)ethyl methacrylate;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate; and
wherein R36 and R37 are independently 2-acryloyloxyethyl;
2-methacryloyloxyethyl;
2-acryloyloxypropyl;
2-methacryloyloxypropyl;
3-acryloyloxy-2,2-dimethylpropyl;
3-methacryloyloxy-2,2-dimethylpropyl;
2-(2-ethoxycarbonylamino)ethyl acrylate;
2-(2-ethoxycarbonylamino)ethyl methacrylate;
2-[1-(2-propoxy)carbonylamino]ethyl acrylate;
2-[1-(2-propoxy)carbonylamino]ethyl methacrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl acrylate;
2-[3-(2,2-dimethylpropoxy)carbonylamino]ethyl methacrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl acrylate;
2-[2-(2-ethoxy)ethoxycarbonylamino]ethyl methacrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl acrylate;
2-(omega-polyoxyethylenecarbonylamino)ethyl methacrylate;
2-(omega-polyoxypropylenecarbonylamino)ethyl acrylate;
or 2-(omega-polyoxypropylenecarbonylamino)ethyl methacrylate. - View Dependent Claims (17, 18, 19)
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Specification