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US 10,106,629 B2Granted
Multifunctional acylphosphine oxide photoinitiators
AssigneeIgm Resins Italia S.R.L.
InventorsGabriele Norcini, Marika Morone, Andrea Bernini Freddi, Giuseppe Li Bassi, Giovanni Floridi
Life of this patent
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Abstract
The present invention relates to a series of novel multifunctional mono- and bis-acylphosphine oxides, which are useful as photoinitiators, and to photocurable compositions comprising said photoinitiators.
Claims11
Photoinitiators of formula I:
- wherein:
- each said A represents independently of one another O, S, or NR3;
- said G is a residue of multifunctional compound G-(A-H)m+n, wherein each said A-H represents an alcohol, amino or thiol group;
- said m and said n are both integer numbers and m+n has a value in the range of 3 to 10;
- said m has a value ranging from 3 to 8;
- each said R1 represents, independently of one another, C1-C18 alkyl, C6-C12 aryl or C5-C12 cycloalkyl, each of which is uninterrupted or interrupted by one or more oxygen and/or sulfur atoms and/or one or more substituted or unsubstituted imino groups, or is a five- to six-membered heterocyclic radical containing oxygen and/or nitrogen and/or sulfur atoms, wherein said radical may be substituted by aryl, alkyl, aryloxy, alkoxy, heteroatoms and/or heterocyclic radicals;
- each said R2 represents, independently of one another R1—(C═O)—, C1-C18 alkyl, C6-C12 aryl or C5-C12 cycloalkyl, each of which is uninterrupted or interrupted by one or more oxygen and/or sulfur atoms and/or one or more substituted or unsubstituted imino groups, or is a five- to six-membered heterocyclic radical containing oxygen and/or nitrogen and/or sulfur atoms, where said radical may be substituted by aryl, alkyl, aryloxy, alkoxy, heteroatoms and/or heterocyclic radicals;
- said Y is O or S;
- and
- said R3 is hydrogen or C1-C4 alkyl;
- provided that the photoinitiators of formula I do not contain photocurable ethylenically unsaturated groups.
8 more elements
A photocurable composition comprising:
- a) from 0.05 to 20% by weight of at least one photoinitiator of formula I;
- wherein said A, G, m, n, R1, R2, Y and R3 do not contain photocurable ethylenically unsaturated groups;
- each said A represents independently of one another O, S, or NR3;
- said G is a residue of multifunctional compound G-(A-H)m+n, wherein each said A-H represents an alcohol, amino or thiol group;
- said m and said n are both integer numbers and m+n has a value in the range of 3 to 10;
- said m has a value ranging from 3 to 8;
- each said R1 represents, independently of one another, C1-C18 alkyl, C6-C12 aryl and C5-C12 cycloalkyl, each of which is uninterrupted or interrupted by one or more oxygen and/or sulfur atoms and/or one or more substituted or unsubstituted imino groups, or are a five- to six-membered heterocyclic radical containing oxygen and/or nitrogen and/or sulfur atoms, wherein said radical may be substituted by aryl, alkyl, aryloxy, alkoxy, heteroatoms and/or heterocyclic radicals;
- each said R2 represents, independently of one another R1—(C═O)—, or one of C1-C18 alkyl, C6-C12 aryl and C5-C12 cycloalkyl, each of which is uninterrupted or interrupted by one or more oxygen and/or sulfur atoms and/or one or more substituted or unsubstituted imino groups, or is a five- to six-membered heterocyclic radical containing oxygen and/or nitrogen and/or sulfur atoms, where said radical may be substituted by aryl, alkyl, aryloxy, alkoxy, heteroatoms and/or heterocyclic radicals;
- said Y is O or S;
- and
- said R3 is hydrogen or C1-C4 alkyl;
- and
- b) from 30 to 99.9% by weight of at least one ethylenically unsaturated compound.
10 more elements
Photoinitiators of formula I:
- wherein:
- each said A represents independently of one another O, S, or NR3;
- said G is a residue of multifunctional compound G-(A-H)m+n, wherein each said A-H represents an alcohol, amino or thiol group;
- said m and said n are both integer numbers and m+n has a value in the range of 3 to 10;
- said m has a value ranging from 3 to 8;
- each said R1 represents, independently of one another, C1-C18 alkyl, C6-C12 aryl or C5-C12 cycloalkyl, which may be substituted by aryl, alkyl, aryloxy, alkoxy, heteroatoms and/or heterocyclic radicals;
- each said R2 represents, independently of one another R1—(C═O)—, C1-C18 alkyl, C6-C12 aryl or C5-C12 cycloalkyl, which may be substituted by aryl, alkyl, aryloxy, alkoxy, heteroatoms and/or heterocyclic radicals;
- said Y is O or S;
- and
- said R3 is hydrogen or C1-C4 alkyl;
- wherein the photoinitiators of formula I do not contain photocurable ethylenically unsaturated groups.
8 more elements
Dependencies are inferred from the claim text.