Polymerizable compositions including a polymerizable component and a redox initiation system containing a photolabile reducing agent, and a photolabile reducing agent
Assignee3M Innovative Properties Company
InventorsWilliam H. Moser, Amanda K. Leone
Life of this patent
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Abstract
Polymerizable compositions are provided, including a polymerizable component and a redox initiation system. The redox initiation system includes a transition metal complex that participates in a redox cycle; an oxidizing agent; and a photolabile reducing agent containing a benzophenone moiety. On exposure to actinic radiation, such as UV, the photolabile reducing agent photolyzes, releasing the reducing agent and initiating the redox-initiated polymerization of the polymerizable component. Also provided is a photolabile reducing agent.
Claims20
A polymerizable composition comprising a polymerizable component, and a redox initiation system comprising:
- a transition metal complex that participates in a redox cycle;
- an oxidizing agent;
- and
- a photolabile reducing agent of the Formula I:
- wherein R1 is of Formula II, Formula III, Formula IV, or Formula V;
- wherein Y is H or methyl;
- and wherein each of R2, R3, R4, R5, R6, R7, R8, R9, and R10 is independently H, an alkyl, an alkoxy, or an aryl;
- wherein:
- R12 is a covalent bond to Formula I at the R1 position;
- R11 is H, an alkyl, an aryl, or a covalent bond to a second group of Formula I at the R1 position;
- each of R13 and R14 independently, in combination with the attached O, comprises an alcohol, an alkoxy, an aryloxy, an ester, an ether, a urethane, or a carbonate functional group, or taken together form a 5- or 6-membered ring;
- each of R15 and R16 is independently an optionally substituted 1-18C hydrocarbyl;
- R17 is H or an optionally substituted 1-18C hydrocarbyl, wherein R15+R16, or R15+R17, or R16+R17 are optionally taken together to form a 5- or 6-membered ring;
- R18 is a covalent bond to Formula I at the R1 position;
- each of R19, R20, and R21 is H or an optionally substituted 1-18C hydrocarbyl;
- and
- each of X1 and X2 is independently a covalent bond, O, S, —N(R22)—, —[C(R22)2]y=1,2,3—, —CO— or —CO—O—;
- wherein R2 is H or a 1-18C alkyl.
A photolabile reducing agent of the Formula I:
- wherein R1 is of Formula II, Formula III, Formula IV, or Formula V;
- wherein Y is H or methyl;
- and wherein each of R2, R3, R4, R5, R6, R7, R8, R9, and R10 is independently H, an alkyl, an alkoxy, or an aryl;
- wherein:
- R12 is a covalent bond to Formula I at the R1 position;
- R11 is H, an alkyl, an aryl, or a covalent bond to a second group of Formula I at the R1 position;
- each of R13 and R14 independently, in combination with the attached O, comprises an alcohol, an alkoxy, an aryloxy, an ester, an ether, a urethane, or a carbonate functional group, or taken together form a 5- or 6-membered ring;
- each of R15 and R16 is independently an optionally substituted 1-18C hydrocarbyl;
- R17 is H or an optionally substituted 1-18C hydrocarbyl, wherein R15+R16, or R15+R17, or R16+R17 are optionally taken together to form a 5- or 6-membered ring;
- R18 is a covalent bond to Formula I at the R1 position;
- each of R19, R20, and R21 is H or an optionally substituted 1-18C hydrocarbyl;
- each of X1 and X2 is independently a covalent bond, O, S, —N(R22)—, —[C(R22)2]y=1,2,3-, —CO— or —CO—O—;
- wherein R22 is H or a 1-18C alkyl.
Dependencies are inferred from the claim text.