Photocurable ethylenically unsaturated sulfide and polysulfide polymer compositions

• US 5,407,972 A
• Filed: 08/02/1993
• Issued: 04/18/1995
• Est. Priority Date: 08/02/1993
• Status: Expired due to Fees

• Current Assignee: Sunrez, Corp.
• Original Assignee: Sunrez, Corp.
• Inventors: Smith, W. Novis, Livesay, Mark
• Primary Examiner(s): Berman, Susan W.
• Application Number:
  US08/100,775
• Time in Patent Office: 624 Days
• Field of Search: 522/104, 522/179, 522/180, 522/27, 522/17, 522/54, 522/55, 522/904, 522/107, 522/93, 522/96, 522/33, 522/60, 522/64, 528/294, 528/293
• US Class Current: 522/96
• CPC Class Codes: C08F 283/00 Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
• CPC Class Codes: C08G 63/6888 Polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
• CPC Class Codes: C08G 75/14 Polysulfides

Abstract

A photocurable composition comprising the reaction products of hydroxy terminated liquid sulfide or polysulfide oligomers with photocurable ethylenically unsaturated compounds. The products provide improved sealants for air and marine vehicles.

Claims

1. A photocurable modified liquid sulfide or polysulfide polymer composition comprising a) a curing initiator consisting of a photoinitiator or a peroxide curing agent;

and b) the reaction product of a hydroxy terminated sulfide or polysulfide oligomer having the formula;

space="preserve" listing-type="equation">HO--CH.sub.2 --CH.sub.2 --[S--(S).sub.x --CH.sub.2 CH.sub.2 ].sub.y --OH

wherein x=0 to 1, y=1 to 100 and having a molecular weight from 1000 to 8000 with a photocurable ethylenically unsaturated compound in stoichiometric ratios from 0.3 to about 1.1 per hydroxyl group.

2. The composition of claim 1 wherein said ethylenically unsaturated compound is a di-or polyvalent carboxylic acid or an anhydride thereof.

3. The composition of claim 2 wherein the ethylenically unsaturated compound is selected from the group consisting of maleic acid, fumaric acid, itaconic acid and anhydrides thereof.

4. The composition of claim 2 including up to a stoichiometric amount of a polyvalent saturated carboxylic acid.

5. The composition of claim 4 wherein said saturated acid is succinic or adipic acid.

6. The composition of claim 1 cured by a free radical curing initiator.

7. The composition of claim 6 where said free radical curing initiator is activated by actinic light.

8. The composition of claim 7 containing a photocuring initiator.

9. The composition of claim 7 wherein said actinic light is selected from visible light and ultraviolet light.

10. The composition of claim 1 comprising at least one photocurable olefinic compound and a photocuring initiator.

11. The composition of claim 10 wherein said photocurable olefinic compound is selected from acrylic esters, methacrylic esters, vinyl esters or mixtures thereof.

12. The compositions of claim 11 wherein said acrylic ester is selected from hydroxy lower alkyl acrylate.

13. The composition of claim 10 wherein said acrylic ester is hydroxyethyl methacrylate.

14. The composition of claim 1 blended with a member selected from the group consisting of hydroxyethylmethacrylate, 1,4-butanediol dimethacrylate and urethane dimethacrylate.

15. The composition of claim 14 which is cured.

16. A sealant comprising the composition of claim 1.

17. A sealant comprising the composition of claim 15.