Flame retardant polymers and processes for producing and using the same

Patent metadata

Field	Value
Publication number	US-2024240088-A1
Application number	US-202418598889-A
Country	US
Kind code	A1
Filing date	Mar 7, 2024
Priority date	Sep 14, 2021
Publication date	Jul 18, 2024
Grant date	—

Abstract

A flame retardant composition includes a polymers that is the reaction product of a mixture of a chalcogenide halide and one or more organic compounds comprising an unsaturated carbon-carbon bond under reaction conditions sufficient to produce the polymer, wherein the chalcogenide halide comprises a sulfur monohalide, a sulfur dihalide, a selenium monohalide, a selenium dihalide, a selenium tetrahalide, or a combination of any two or more thereof.

First claim

What is claimed is:

1 . A flame retardant composition comprising a polymer that is a reaction product of a mixture of a chalcogenide halide and one or more organic compounds comprising an unsaturated carbon-carbon bond under reaction conditions sufficient to produce the polymer, wherein the chalcogenide halide comprises a sulfur monohalide, a sulfur dihalide, a selenium monohalide, a selenium dihalide, a selenium tetrahalide, or a combination of any two or more thereof.

2 . The flame retardant composition of claim 1 , wherein the chalcogenide halide is selected from the group consisting of sulfur monochloride, sulfur monobromide, selenium monochloride, selenium monobromide, selenium dichloride, selenium dibromide, selenium tetrachloride, selenium tetrabromide, and a combination of any two or more thereof.

3 . The flame retardant composition of claim 1 , wherein the chalcogenide halide is sulfur monochloride.

4 . The flame retardant composition of claim 1 , wherein the unsaturated carbon-carbon bond comprises a carbon-carbon double bond, a carbon-carbon triple bond, or a combination of any two or more thereof.

5 . The flame retardant composition of claim 1 , wherein the organic compound comprises at least two unsaturated carbon-carbon bonds.

6 . The flame retardant composition of claim 1 , wherein the organic compound comprises at least three unsaturated carbon-carbon bonds.

7 . The flame retardant composition of claim 1 , wherein the organic compound comprises a vinyl olefin, an allyl olefin, a styrenic olefin, an α-methylstyrenic olefin, a (meth)acrylate olefin, a norbornene, a cyclic olefin, a vinylogous sulfide, a substituted alkene olefin, a maleimide, a maleic anhydride, or a combination of any two or more thereof.

8 . The flame retardant composition of claim 1 , wherein the organic compound comprises a terephthalate, an isophthalate, a bisphenol A or derivative thereof, 4,4-methylene diphenyl (MDI), a trifunctional terephthalate, a tris-phenolic core, a isocyanurate, a phosphazene, a siloxane, a isocorbide, a naturally occurring product, or a combination of any two or more thereof.

9 . The flame retardant composition of claim 8 , wherein the organic compound comprises 1,3-diallyl isophthalate (DAI), diallyl tetrabromo-bisphenol A (DABr 4 BPA), triallyl isocyanurate (TIC), or a combination of any two or more thereof.

10 . The flame retardant composition of claim 1 , wherein the polymer is produced by a process comprising admixing a monomeric mixture comprising the chalcogenide halide and the one or more organic compound comprising an unsaturated carbon-carbon bond under suitable reaction conditions.

11 . The flame retardant composition of claim 10 , wherein the monomeric mixture is admixed in the presence of an organic solvent.

12 . The flame retardant composition of claim 10 , wherein the process is conducted at a reaction temperature of about 200° C. or less or about 100° C. or less.

13 . The flame retardant composition of claim 12 , wherein the process is conducted at a reaction temperature of from about 50° C. to about 100° C.

14 . The flame retardant composition of claim 10 , wherein the monomeric mixture further comprises one or more elemental sulfur derived copolymers, such as a poly(sulfur-random-styrene).

15 . The flame retardant composition of claim 1 , wherein when a substrate combined with the flame retardant composition is ignited to be on fire, the fire retardant composition forms a charring layer on a surface of the substrate that is effective for extinguishing the fire.

16 . The flame retardant composition of claim 15 , wherein the charring layer comprises at least about 10 wt % char.

17 . The flame retardant composition of claim 1 , wherein the flame retardant composition provides for test specimens that are combined with the flame retardant composition to exhibit a limiting oxygen index (LOI) of at least 25 and/or a UL94-V rating of V-2, V-1 or V-0.

18 . The flame retardant composition of claim 1 , wherein the flame retardant composition has a low heat release capacity (e.g., <400 J/gK as determined from microcombustion calorimetry).

19 . A flame resistant substrate comprising a base material combined with the flame retardant composition of claim 1 .

20 . A process for producing a flame retardant composition of claim 1 , comprising admixing a monomeric mixture comprising a chalcogenide halide and an organic compound comprising an unsaturated carbon-carbon bond under reaction conditions sufficient to produce the polymer, wherein said chalcogenide halide comprises a sulfur monohalide, a sulfur dihalide, a selenium monohalide, a selenium dihalide, a selenium tetrahalide, or a combination of any two or more thereof.

Assignees

• Univ Arizona

Inventors

• Pyun Dong Chul
• Norwood Robert
• Njardarson Jon
• Glass Richard
• Lee Taeheon
• Olikagu Chisom
• Kang Kyung-Seok

Classifications

• C08L2201/02

  Flame or fire retardant/resistant · CPC title

• C08L85/00

  Compositions of macromolecular compounds obtained by reactions forming a linkage in the main chain of the macromolecule containing atoms other than silicon, sulfur, nitrogen, oxygen and carbon; Compositions of derivatives of such polymers · CPC title

• C08L81/04

  Polysulfides · CPC title

• C08G79/00

  Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon {with or without the latter elements in the main chain of the macromolecule} · CPC title

• C08G75/16

  by polycondensation of organic compounds with inorganic polysulfides · CPC title