# US 4,400,519 A · Benzil ketal derivatives

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- Number: US 4,400,519 A
- Document ID: US4400519A
- Status: Granted
- Kind: A
- Application number: 06/118,238
- Filed: 1980-02-04
- Granted: 1983-08-23
- Earliest claimed: 1979-02-05
- Assignees: Teijin Limited
- Inventors: Tsuneo Hagiwara; Akihiro Horike
- Web page: https://patentgrep.com/patent/US4400519A

## CPC

- C07D 207/452: with hydrocarbon radicals, substituted by hetero atoms, directly attached to the ring nitrogen atom
- C07C 265/00: Derivatives of isocyanic acid
- C07D 209/48: with oxygen atoms in positions 1 and 3, e.g. phthalimide
- C07D 211/88: attached in positions 2 and 6, e.g. glutarimide
- C07D 221/14: Aza-phenalenes, e.g. 1,8-naphthalimide
- C07D 233/78: Radicals substituted by oxygen atoms
- C07D 251/34: Cyanuric or isocyanuric esters
- C08F 2/50: with sensitising agents
- G03F 7/031: Organic compounds not covered by group G03F7/029
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- G03F: PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G)

## Abstract

Benzil-di-(.beta.-succinimidoethyl)ketal of the following structural formula ##STR1## and novel benzil ketal derivatives thereof. The novel benzil ketal derivatives are characterized by having a structure in which a 5- or 6-membered cyclic imidecontaining group is bonded to each of the two oxygen atoms of ketal. Because these compounds have a high decomposition or sublimation temperature and the ability to initiate photopolymerization, they are useful as photopolymerization initiators in the production of photopolymerizable shaped articles from a molten blend of a photopolymerizable thermoplastic polymer composition.

## Claims

### Claim 1

A benzil ketal derivative of the formula
where Y.sub.1 and Y.sub.2 are identical or different, and each represents a group selected from the class consisting of a hydrogen atom, alkyl groups having 1 to 10 carbon atoms, aryl groups having 6 to 12 carbon atoms, alkoxy groups having 1 to 10 carbon atoms and halogen atoms; p and q, independently from each other, are integers of 1 to 3; Z.sub.1 and Z.sub.2 are identical or different and represent alkylene groups having 2 to 10 carbon atoms; divalent aralkylene groups having the formula:
--R--Ar--R'--
wherein R and R' are identical or different alkylene groups having 1 to 5 carbon atoms and --R--Ar--R'-- has 8 to 10 carbon atoms; and groups having the formula: --CH.sub.2).sub.m Q--CH.sub.2).sub.n wherein Q is ##STR32## --O--, --S--, or a bond, m and n are integers from 1 to 3, R.sub.3 and R.sub.4 represent a hydrogen and a methyl group; and ##STR33## represents a 5- membered cyclic imide group in which R.sub.1 and R.sub.2 are identical or different and are selected from the group consisting of:
--CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, ##STR34##

### Claim 2

A benzil ketal derivative having the formula ##STR35##

### Claim 3 (depends on 1)

The compound of claim 1 which is benzil-di-(.beta.-phthalimidoethyl) ketal.

### Claim 4 (depends on 1)

The compound of claim 1 which is benzil-di-(.beta.-tetrahydrophthalimidoethyl) ketal.

### Claim 5 (depends on 1)

The compound of claim 1 which is benzil-di-(.beta.-hexahydrophthalimidoethyl) ketal.

### Claim 6 (depends on 1)

The compound of claim 1 which is p,p'-dimethylbenzil-di-(.beta.-phthalimidoethyl) ketal.

### Claim 7 (depends on 1)

The compound of claim 1 which is p,p'-dichlorobenzil-di-(.beta.-phthalimidoethyl) ketal.

### Claim 8 (depends on 1)

The compound of claim 1 which is p-methylbenzil-di-(.beta.-phthalimidoethyl) ketal.

### Claim 9 (depends on 1)

The compound of claim 1 which is benzil-di-(.gamma.-phthalimidopropyl) ketal.

### Claim 10 (depends on 1)

The compound of claim 1 which is benzil-di-(.delta.-phthalimidobutyl) ketal.

### Claim 11 (depends on 1)

The compound of claim 1 which has the formula: ##STR36##

### Claim 12 (depends on 1)

The compound of claim 1 which has the formula: ##STR37##

### Claim 13 (depends on 1)

The compound of claim 1 which has the formula: ##STR38##

### Claim 14 (depends on 1)

The compound of claim 1 which has the formula: ##STR39##