IP Library Granted Patent US 8,664,431
Granted Patent B2
US 8,664,431 · App. 12/744,966 · Granted Mar 4, 2014

Preparation method of copolymerizable photoinitiators

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Quick Facts
Patent No.
US 8,664,431
App. No.
12/744,966
Granted
Mar 4, 2014
Kind
B2
Abstract

An intermediate for preparing (meth)acrylated photoinitiators according to Formula (I): wherein: R1 is selected from the group consisting of hydrogen and a methyl group; A represents a group including at least one photoinitiating moiety; L represents a n+o-valent linking group including at least one carbon atom; n and o each independently represent an integer from 1 to 4; p is equal to 0 or 1; X represents a group selected from the group consisting of CI, Br, I, and R 2 SO 3 ; and R 2 represents an optionally substituted group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an alkaryl group-, an aralkyl group, an aryl group and a heteroaryl group. Also, a method for the preparation of (meth)acrylated photoinitiators by β-elimination of HX from the intermediate according to Formula (I).

Claims (29)

1. An intermediate for preparing (meth)acrylated photoinitiators according to Formula (I):

wherein:

R1 is selected from the group consisting of hydrogen and a methyl group;

A represents a group including at least one photoinitiating moiety selected from the group consisting of benzil ketals, α,α-dialkoxyacetophenones,α-hydroxyalkylphenones, α-aminoalkylphenones, acylphosphine oxides, bis-acylphosphine oxides, acylphosphine sulfides, α-haloketones, α-halosulfones, phenylglyoxalates, and thioxanthones;

L represents a n+o-valent linking group including at least one carbon atom, but containing not more than 20 carbon atoms;

n and o each independently represent an integer from 1 to 4;

p is equal to 1;

X represents a group selected from the group consisting of CI, Br, I, and R 2 SO 3 ; and

R 2 represents an optionally substituted group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an alkaryl group, an aralkyl group, an aryl group, and a heteroaryl group.

2. An intermediate for preparing (meth)acrylated photoinitiators according to Formula (I):

wherein:

R1 is selected from the group consisting of hydrogen and a methyl group;

A represents a group including at least one photoinitiating moiety selected from the group consisting of benzil ketals, α,α-dialkoxyacetophenones, α-hydroxyalkylphenones, α-aminoalkylphenones, acylphosphine oxides, bis-acylphosphine oxides, acylphosphine sulfides, α-haloketones, α-halosulfones, phenylglyoxalates, thioxanthones, and 1,2-diketones;

L represents a n+o-valent linking group including at least one carbon atom, but containing not more than 20 carbon atoms;

p is equal to 1;

X represents a group selected from the group consisting of CI, Br, I, and R 2 SO 3 ;

R 2 represents an optionally substituted group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an alkaryl group, an aralkyl group, an aryl group, and a heteroaryl group; and

n and o are equal to 1.

3. An intermediate for preparing (meth)acrylated photoinitiators according to Formula (I):

wherein:

R1 is selected from the group consisting of hydrogen and a methyl group;

A represents a group including at least one photoinitiating moiety selected from the group consisting of benzil ketals, α,α-dialkoxyacetophenones, α-hydroxyalkylphenones, α-aminoalkylphenones, acylphosphine oxides, bis-acylphosphine oxides, acylphosphine sulfides, α-haloketones, α-halosulfones, phenylglyoxalates, thioxanthones, and 1,2-diketones;

n and o each independently represent an integer from 1 to 4;

p is equal to 1;

X represents a group selected from the group consisting of CI, Br, I, and R 2 SO 3 ;

R 2 represents an optionally substituted group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an alkaryl group, an aralkyl group, an aryl group, and a heteroaryl group; and

the linking group L links the at least one photoinitiating moiety A to the oxygen atom via a functional group selected from the group consisting of an ester, an amide, an ether, a thioether, and an amine.

4. The intermediate according to claim 1 , wherein the linking group L is selected from the group consisting of a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, and a substituted or unsubstituted heteroarylene group.

5. The intermediate according to claim 4 , wherein the linking group L is an alkylene group.

Assignments (1)
CHANGE OF NAME Recorded Jan 3, 2018
From: AGFA GRAPHICS NV
To: AGFA NV
Reel/Frame 045742/0598 →