Cold-tolerant sealants and components thereof

Patent metadata

Field	Value
Publication number	US-10287466-B2
Application number	US-201615545849-A
Country	US
Kind code	B2
Filing date	Feb 10, 2016
Priority date	Feb 13, 2015
Publication date	May 14, 2019
Grant date	May 14, 2019

Abstract

Polythioether polymers, sealants containing polythioether polymers, and compounds useful as stabilizing monomers in the manufacture of polythioether polymers are provided. In many embodiments the polymers and sealants demonstrate reduced risk of spoilage that may be caused by low temperature storage of the polymer or uncured sealant. Compounds useful as stabilizing monomers include compounds according to formula I: CH2═CR1—CHR2—S—R3—S—CHR4—CR5═CH2 [I] wherein R1, R2, R4 and R5 are independently selected from —H, —CH3 or —C2H5, and wherein R3 is selected from divalent groups comprising 2-12 carbon atoms, 0-5 ether oxygen atoms and 0-5 thioether sulfur atoms, which may be straight, branched or cyclic.

First claim

We claim:

1. A compound according to formula I:
CH 2 ═CR 1 —CHR 2 —S—R 3 —S—CHR 4 —CR 5 ═CH 2   [I]

wherein R 1 , R 2 , R 4 and R 5 are independently selected from —H, —CH 3 or —C 2 H 5 , and
wherein R 3 is a divalent group according to formula II:
—((CH 2 ) n —X) 2 —(CH 2 ) n —  [II]

wherein each n is independently selected from 2-6,
wherein each X is independently selected from O or S, and
wherein R 3 comprises up to 12 carbon atoms.

2. The compound according to claim 1 wherein R 1 and R 5 are the same and are selected from —H and —CH 3 and wherein R 2 and R 4 are the same and are selected from —H and —CH 3 .

3. The compound according to claim 1 wherein R 1 and R 5 are —CH 3 and R 2 and R 4 are —H.

Assignees

• 3M Innovative Properties Co

Inventors

• Demoss Susan E
• Zook Jonathan D
• Capel Matthew

Classifications

• C09J181/02 Primary

  Polythioethers; Polythioether-ethers · CPC title

• C07C321/18

  of an acyclic unsaturated carbon skeleton · CPC title

• C08L81/00

  Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers · CPC title

• C08G75/12

  Polythioether-ethers (C08G75/0245 takes precedence) · CPC title

• C08L81/02

  Polythioethers; Polythioether-ethers · CPC title