Radiation-curable monomers and polymers thereof

• US 4,148,987 A
• Filed: 05/04/1977
• Issued: 04/10/1979
• Est. Priority Date: 05/04/1977
• Status: Expired due to Term

• Current Assignee: Rohm and Haas Company (Dow, Inc.)
• Original Assignee: Rohm and Haas Company (Dow, Inc.)
• Inventors: Winey, Donald A.
• Primary Examiner(s): Myers, Jane S.
• Application Number:
  US05/793,656
• Time in Patent Office: 706 Days
• Field of Search: 560/51, 560/52, 562/316, 260/29.6 R, 260/29.6 T, 260/29.6 H, 260/29.6 TA
• US Class Current: 526/316
• CPC Class Codes: C07C 45/71 being hydroxy groups
• CPC Class Codes: C07C 49/84 containing ether groups, groups, groups, or groups
• CPC Class Codes: C07C 67/11 being mineral ester groups
• CPC Class Codes: C07C 69/738 Esters of keto-carboxylic acids or aldehydo-carboxylic acids
• CPC Class Codes: C07C 69/76 Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
• CPC Class Codes: C08F 12/14 substituted by hetero atoms or groups containing heteroatoms
• CPC Class Codes: D06M 15/233 aromatic, e.g. styrene
• CPC Class Codes: Y10S 522/905 Benzophenone group

Abstract

Monoethylenically unsaturated derivatives of substituted benzophenones or acetophenones which are prepared by reaction of such a benzophenone or acetophenone with a vinyl benzyl halide, such as the chloride, are polymerizable to form homopolymers or copolymers e.g. with a wide variety of conventional ethylenically unsaturated monomers, especially monoethylenically unsaturated vinyl or vinylidene monomers. The resulting polymers are sensitive to radiation, such as ultraviolet light, e.g. having a wave length of 2,000 to 5,000 angstroms, and readily cross-link or cure upon exposure to such radiation. Adhesives, binders, coatings, and impregnating compositions are made from the polymers.

Claims

1. A monomer selected from the group consisting of those having one of the general formulas:

##STR14## wherein R'"'"' is methyl or phenyl,

X is --C(O)O--, and

Y is a saturated or unsaturated aliphatic group

(a) of straight or branched chain having 1 to 3 carbon atoms, or

(b) of cyclic type having 3 to 6 carbon atoms.

2. A monomer according to claim 1 wherein Y is an ethylene group.

5. A linear, essentially uncrosslinked addition polymer of a monomer according to claim 1.

6. A cured, crosslinked addition polymer of a monomer according to claim 1.

7. A linear, essentially uncrosslinked addition copolymer of a monomer according to claim 1 with at least one other monoethylenically unsaturated monomer having a group of the formula H₂ C═

C<

.

8. A copolymer according to claim 7 having 0.1% to 50% by weight of a monomer according to claim 1 copolymerized therein.

9. A copolymer according to claim 7 having 0.1% to 5% by weight of a monomer according to claim 1 copolymerized therein.

10. A composition for coating and/or impregnating a substrate comprising a solution or dispersion of a copolymer according to claim 9.

3. Vinylbenzyl benzoylbenzoate.

4. Vinylbenzyl acetylbenzoate.