Thiol-containing composition

Patent metadata

Field	Value
Publication number	US-12065540-B2
Application number	US-201917278062-A
Country	US
Kind code	B2
Filing date	Sep 20, 2019
Priority date	Sep 20, 2018
Publication date	Aug 20, 2024
Grant date	Aug 20, 2024

Abstract

The present invention is directed toward a composition comprising: an epoxy compound, a polythiol curing agent, and a second curing agent. Also disclosed are methods of treating a substrate with the composition and substrates formed by such methods.

First claim

We claim:

1. A composition comprising:
a polythiol curing agent;
a first component comprising an epoxy-containing compound; and
a second component comprising a second curing agent that reacts with the polythiol curing agent in the absence of an external energy source;
wherein the polythiol curing agent may be in the first component and/or the second component;
wherein the epoxy-containing compound has an epoxide equivalent weight of more than 400 g/eq and the polythiol curing agent has a polythiol equivalent weight of no more than 600 g/eq or the epoxy-containing compound has an epoxide equivalent weight of no more than 400 g/eq and the polythiol curing agent has a polythiol equivalent weight of more than 600 g/eq; and
wherein the theoretical maximum crosslink density (XLD) of the epoxy-containing compound and the polythiol curing agent is at least 0.9 mol/kg and no more than 4 mol/kg, calculated according to formula:

XLD
=

∑

i
=
A

N

⁢

⁢

X
i

2
⁢

⁢

EW
i
′

wherein XLD is the theoretical crosslink density, X i is the weight fraction of polymer I, EW′ is the adjusted equivalent weight calculated according to the equation:

1

EW
i
′

=

1

EW
i

-

2

Mw
i

,

 where EW is the functional group equivalent weight, and Mw is the weight average molecular weight.

2. The composition of claim 1 , wherein an equivalent ratio of epoxide groups to thiol groups is 10:1 to 1:30.

3. The composition of claim 1 , wherein the polythiol curing agent is present in an amount of 5 weight percent to 60 weight percent based on total weight of the composition.

4. The composition of claim 1 , further comprising a second polythiol curing agent.

5. The composition of claim 4 , wherein the second polythiol curing agent comprises at least three functional groups.

6. The composition of claim 1 , further comprising elastomeric particles.

7. The composition of claim 1 , further comprising a filler material, a plasticizer, a reactive diluent, and/or an elastomer.

8. The composition of claim 1 , wherein the composition comprises a sealant.

9. A method for treating a substrate comprising:
contacting a surface of the substrate with the composition of claim 1 .

10. The method of claim 9 , further comprising exposing the treated substrate to a temperature of 90° C. or less.

11. A substrate comprising a surface at least partially coated with a layer formed rom the composition of claim 1 .

12. The substrate of claim 11 , wherein the substrate has:
(a) a sound damping loss factor of at least 0.02 at 200 Hz, 10° C., 2.5 mm sealant thickness measured according to SAE test method J1637 and ASTM E-756 on 240 mm long, 10 mm wide, and 1 mm thick steel panels coated along 215 mm of the length;
(b) a sound damping loss factor of at least 0.04 at 400 Hz, 10° C., 2.5 mm sealant thickness measured according to SAE test method J1637 and ASTM E-756 on 240 mm long, 10 mm wide, and 1 mm thick steel panels coated along 215 mm of the length;
(c) a sound damping loss factor of at least 0.06 at 800 Hz, 10° C., 2.5 mm sealant thickness measured according to SAE test method J1637 and ASTM E-756 on 240 mm long, 10 mm wide, and 1 mm thick steel panels coated along 215 mm of the length;
(d) a load at failure greater than 1 MPa measured according to ASTM D-412 with a pull rate of 50 mm/min and a sample dog bone configuration; and/or
(e) an elongation of at least 50% measured according to ASTM D-412 with a pull rate of 50 mm/min and a sample dog bone configuration.

13. A part comprising the substrate of claim 11 .

14. The part of claim 13 , wherein the part comprises a three-dimensional part.

15. A vehicle comprising the substrate of claim 11 .

16. The vehicle of claim 15 , wherein the vehicle is an automobile or an aircraft.

17. A method of forming an article comprising extruding the composition of claim 1 .

18. The method of claim 17 , wherein the extruding comprising three-dimensional printing.

19. The method of claim 17 , wherein the forming comprising applying successive layers to build the article.

20. An article formed by the method of claim 17 .

21. The article of claim 20 , wherein the article comprises a sound damping pad.

Assignees

• Ppg Ind Ohio Inc

Inventors

• Condie Allison G
• French Maria S
• Nakajima Masayuki
• Zhou Hongying

Classifications

• C08L81/02

  Polythioethers; Polythioether-ethers · CPC title

• C08G59/66 Primary

  Mercaptans · CPC title

• C09J163/00

  Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins · CPC title

• C08G59/56

  together with other curing agents · CPC title

• C08G59/066

  with chain extension or advancing agents · CPC title