Benzophenone quaternary ammonium linked (meth)acrylates, photocurable and photocured products, and method of coating

• US 4,948,819 A
• Filed: 02/27/1989
• Issued: 08/14/1990
• Est. Priority Date: 03/18/1988
• Status: Expired due to Fees

• Current Assignee: Great Lakes Fine Chemicals Limited
• Original Assignee: Ward Blenkinsop & Co Ltd (Lanxess AG)
• Inventors: Green, William A., Green, Peter N.
• Primary Examiner(s): Bleutge, John C.
• Assistant Examiner(s): KOECKERT JR, ARTHUR
• Application Number:
  US07/315,599
• Time in Patent Office: 533 Days
• Field of Search: 560/221, 526/288, 526/313, 526/292.2, 522/31, 522/34, 522/84, 522/905, 427/54.1
• US Class Current: 522/31
• CPC Class Codes: C07C 225/16 and containing six-membered aromatic rings
• CPC Class Codes: C08F 2/50 with sensitising agents
• CPC Class Codes: C08F 20/36 containing oxygen in addition to the carboxy oxygen , e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
• CPC Class Codes: G03F 7/031 Organic compounds not covered by group G03F7/029
• CPC Class Codes: Y10S 522/905 Benzophenone group

Abstract

A compound of general formula ##STR1## in which X^- represents one equivalent of an anion; R⁵ represents a hydrogen atom or a methyl group; each R⁴ independently represents a methyl or ethyl group; and each of R¹, R² and R³ independently represents a hydrogen or halogen atom, an alkyl, alkoxy or alkylthio group having from 1 to 4 carbon atoms, an arylthio group or a group of formula ##STR2## in which R⁴, R⁵ and X have the meanings given above, are useful as water soluble co-polymerizable photoinitiators.

Claims

1. A compound of general formula ##STR10## in which X^- represents one equivalent of an anion ;

R⁵ represents a hydrogen atom or a methyl group;

each R⁴ independently represents a methyl or ethyl group; and

each of R¹, R² and R³ independently represents a hydrogen or halogen atom, an alkyl, alkoxy or alkylthio group having from 1 to 4 carbon atoms, an arylthio group, or a group of formula ##STR11## in which R⁴, R⁵ and X^- have the meanings given above.

2. A compound as claimed in claim 1, in which each of R¹, R² and R³ independently represents a hydrogen atom, a halogen atom, an alkyl or alkoxy group having from 1 to 4 carbon atoms, or a group of formula ##STR12## in which R⁴, R⁵ and X^- have the meanings given in claim 1.

3. A compound as claimed in claim 2, in which R² and R³ both represent hydrogen atoms, and R¹ represents a hydrogen atom, a halogen atom, an alkyl or alkoxy group having from 1 to 4 carbon atoms, or a group of formula ##STR13##

4. A compound as claimed in claim 3, in which R¹ represents a hydrogen atom, a chlorine atom, a methoxy group or a tertiary butyl group.

5. A compound as claimed in any one of claims 1 to 4, in which each R⁴ represents a methyl group.

6. A compound as claimed in any one of claims 1 to 4, in which X^- represents a halide ion.

7. An aqueous photopolymerisable composition comprising an aqueous solution of at least one polymerisable prepolymer and, as photoinitiator, a compound as claimed in claim 1.

8. A method of producing a substrate coated with a u.v.-cured lacquer film, which comprises applying a composition according to claim 7 to a surface of a substrate and exposing it to ultra violet light.

9. A substrate coated with a u.v.-cured lacquer film, when prepared according to the method of claim 8.