# US 2019/0169359 A1 · Bromine-containing polymers useful as flame retardants

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- Number: US 2019/0169359 A1
- Document ID: US20190169359A1
- Status: Published application
- Kind: A1
- Application number: 16/266,212
- Filed: 2019-02-04
- Published: 2019-06-06
- Earliest claimed: 2014-07-08
- Assignees: Bromine Compounds Ltd.
- Applicants: Bromine Compounds Ltd.
- Inventors: Mark Gelmont; Michael Yuzefovich; Andrew Piotrowski; David Yoffe; Ron Frim; Yaniv Hirschsohn
- Web page: https://patentgrep.com/patent/US20190169359A1

## CPC

- C08G 61/02: Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
- C08L 25/06: Polystyrene
- C08L 55/02: ABS [Acrylonitrile-Butadiene-Styrene] polymers
- C09K 21/14: Macromolecular materials
- C08G 2261/12: Copolymers
- C08G 2261/146: Side-chains containing halogens
- C08G 2261/148: Side-chains having aromatic units
- C08G 2261/3424: non-conjugated, e.g. paracyclophanes or xylenes
- C08G 2261/45: Friedel-Crafts-type
- C08L 51/04: grafted on to rubbers
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

The invention relates to a process for preparing bromine-containing polymer, comprising a Friedel-Crafts alkylation reaction of tetrabromoxylylene dihalide, or tetrabromoxylylene dihalide in combination with pentabromobenzyl halide, with a reactant having one or more six-membered aromatic rings, wherein the reaction takes place in a solvent in the presence of a Friedel-Crafts catalyst, and isolating from the reaction mixture the bromine-containing polymer. The so-formed polymers and their use as flame retardants form additional aspects of the invention.

## Claims

### Claim 1

A polymer having —CH2C6Br4CH2— and A units arranged alternately along the polymer backbone chain:
≈≈CH2C6Br4CH2-A-CH2C6Br4CH2-A-CH2C6Br4CH2-A-CH2C6Br4CH2-A≈≈
wherein A comprises one or more six-membered aromatic rings.

### Claim 2 (depends on 1)

A polymer according to claim 1, further comprising —CH2C6Br5 side groups attached to at least a portion of the six-membered aromatic rings of the backbone chain, wherein at least one carbon atom of said six membered aromatic ring(s) is bonded to the aliphatic carbon of said —CH2C6Br5 group.

### Claim 3 (depends on 2)

A polymer according to claim 2, composed of chains represented by Formula P:
wherein n is the number of repeat units; Ar indicates a structure comprising one or more six-membered aromatic ring(s), wherein at least one carbon atom of said six membered aromatic ring(s) is bonded to an aliphatic carbon of the —CH2C6Br4CH2— group; where x, which indicates the number of —CH2C6Br4CH2— moieties in the unit, is equal to or greater than 1; and y, which indicates the number of —CH2C6Br5 pendent groups in the repeat unit, is 1, 2, 3, or 4.

### Claim 4 (depends on 1)

A polymer according to claim 1, having chains with repeat units represented by Formula (I):
wherein R is a linear or branched aliphatic chain; k is an integer from 0 to 3; a1 and a2 are independently an integer from 1 to 3; b1 and b2 are independently an integer from 1 to 3; m is 0 or 1; a1+b1≤3 and a2+b2≤3, Z is selected from the group consisting of null, O, S and a linear or branched alkylene.

### Claim 5 (depends on 4)

A polymer according to claim 4, composed of repeat units of Formula I, where m=0, R is CH3 and k is 1.

### Claim 6 (depends on 5)

A polymer according to claim 5, composed of repeat units of Formula I, where a1=b1=1, said polymer being represented by Formula III:
where n is the number of repeat units.

### Claim 7 (depends on 4)

A polymer according to claim 4, composed of repeat units of Formula I, where m=1 and k=0.

### Claim 8 (depends on 7)

A polymer according to claim 7, composed of repeat units of Formula IV:
wherein Z is selected from the group consisting of O, —CH2—, and —CH2—CH2—, with a1 and a2 being independently either 1, 2 or 3 and with b1 and b2 being independently 0, 1 or 2, having bromine content of not less than 60% by weight.

### Claim 9 (depends on 8)

A polymer according to claim 8, composed of repeat units of Formula IV, where z is —CH2—CH2—.

### Claim 10 (depends on 9)

A polymer according to claim 9, composed of repeat units of Formula IV where b1=b2=2, said polymer being represented by Formula V:
wherein n is the number of repeat units.

### Claim 11 (depends on 10)

A flame-retarded composition, comprising a flammable material and the bromine-containing polymer according to claim 10.