Polysulfide copolymer particle and method of preparing the same

Patent metadata

Field	Value
Publication number	US-10920024-B2
Application number	US-201916722343-A
Country	US
Kind code	B2
Filing date	Dec 20, 2019
Priority date	Mar 27, 2015
Publication date	Feb 16, 2021
Grant date	Feb 16, 2021

Abstract

The present disclosure relates to a polysulfide copolymer particle and a method of preparing the polysulfide copolymer particle.

First claim

What is claimed is:

1. A method of preparing a polysulfide copolymer particle, comprising:
preparing a mixture including a surfactant, a phase transfer catalyst, a polyfunctional monomer, and a polysulfide salt represented by the formula X 2 S m , in which X is an alkali metal cation or ammonium cation and m is a number from 1 to 10, the surfactant and the phase transfer catalyst being different; and
polymerizing the polysulfide salt with the polyfunctional monomer in the presence of the surfactant and the phase transfer catalyst to form a polysulfide polymer particle in the mixture.

2. The method of preparing a polysulfide copolymer particle of claim 1 , wherein both a concentration of the surfactant and a concentration of the phase transfer catalyst are controlled to adjust a size of the polysulfide polymer particle formed.

3. The method of preparing a polysulfide copolymer particle of claim 1 , wherein both a concentration of the surfactant and a concentration of the phase transfer catalyst are controlled so that the polysulfide polymer particle has a size of from about 470 nm to about 760 nm.

4. The method of preparing a polysulfide copolymer particle of claim 1 , wherein the phase transfer catalyst includes tetrabutylammonium bromide (TBAB).

5. The method of preparing a polysulfide copolymer particle of claim 1 , wherein the surfactant includes

wherein n is an integer greater than zero.

6. The method of preparing a polysulfide copolymer particle of claim 1 , wherein the surfactant includes a cationic surfactant.

7. The method of preparing a polysulfide copolymer particle of claim 6 , wherein the cationic surfactant includes cetyltrimethyl ammonium bromide (CTAB).

8. The method of preparing a polysulfide copolymer particle of claim 1 , wherein the polysulfide copolymer particle has a sulfur content of 65 wt % or more.

9. The method of preparing a polysulfide copolymer particle of claim 1 , wherein the polysulfide copolymer particle has a size of from 1 nm to 1 μm.

10. The method of preparing a polysulfide copolymer particle of claim 1 , wherein preparing the mixture including the surfactant, the phase transfer catalyst, the polyfunctional monomer, and the polysulfide salt includes:
preparing a sulfur-precursor solution containing the polysulfide salt, and
adding the surfactant, the phase transfer catalyst, and the polyfunctional monomer to the sulfur-precursor solution.

11. A method of preparing a polysulfide copolymer particle, comprising:
preparing a mixture including a surfactant, a polyfunctional monomer, and a polysulfide salt represented by the formula X 2 S m , in which X is an alkali metal cation or ammonium cation and m is a number from 1 to 10; and
forming a polysulfide polymer particle in the mixture by polymerizing the polysulfide salt with the polyfunctional monomer in the presence of the surfactant, wherein:
the surfactant acts as a dispersing agent and a phase transfer catalyst, and
a concentration of the surfactant is controlled to adjust a size of the polysulfide polymer particle formed.

12. The method of preparing a polysulfide copolymer particle of claim 11 , wherein a concentration of the surfactant is controlled so that the polysulfide polymer particle has a size of from about 470 nm to about 760 nm.

13. The method of preparing a polysulfide copolymer particle of claim 11 , wherein a molar ratio of the polysulfide salt to the surfactant is from 1:0.1 to 500.

14. The method of preparing a polysulfide copolymer particle of claim 11 , wherein the surfactant includes a cationic surfactant.

15. The method of preparing a polysulfide copolymer particle of claim 14 , wherein the cationic surfactant includes cetyltrimethylammonium sulfate bromide (CTAB), myristyltrimethylammonium bromide (MTAB), benzyl dodecyldimethylammonium bromide (BDAB), hexadecyltrimethylammonium bromide, tetraheptylammonium bromide, cetyltrimethylammonium stearate, benzyltributylammonium chloride, benzyltrietylammonium bromide, benzyltrimethylammonium bromide, phenyltrimethylammonium bromide, phenyltrimethylammonium iodide, tetrabutylammonium bromide, tetrabutylammonium chloride, tetrabutylammonium hydrogen sulfate, tetrabutylammonium iodide, tetraethylammonium bromide, tetrabutylammonium fluoride, or tetrabutylammonium tetrafluoroborate.

16. The method of preparing a polysulfide copolymer particle of claim 15 , wherein the cationic surfactant includes the cetyltrimethyl ammonium bromide (CTAB).

17. The method of preparing a polysulfide copolymer particle of claim 11 , wherein the polysulfide copolymer particle has a sulfur content of 65 wt % or more.

18. The method of preparing a polysulfide copolymer particle of claim 11 , wherein the polysulfide copolymer particle has a size of from 1 nm to 1 μm.

19. The method of preparing a polysulfide copolymer particle of claim 11 , wherein preparing the mixture including the surfactant, the polyfunctional monomer, and the polysulfide salt includes:
preparing a sulfur-precursor solution containing the polysulfide salt, and
adding the surfactant and the polyfunctional monomer to the sulfur-precursor solution.

Assignees

• Seoul Nat Univ R&Db Foundation

Inventors

• Char Kookheon
• Lim Jeewoo
• Jung Unho
• Joe Won Tae

Classifications

• C08L81/02 Primary

  Polythioethers; Polythioether-ethers · CPC title

• C08J3/096

  Nitrogen containing compounds · CPC title

• C08G75/0254

  using metal sulfides · CPC title

• C08J3/02

  Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques · CPC title

• C08J3/12

  Powdering or granulating · CPC title