Poly(ethylene glycol)-b-poly(halomethylstyrene), derivative thereof, and method for producing same

Patent metadata

Field	Value
Publication number	US-10208152-B2
Application number	US-201515514613-A
Country	US
Kind code	B2
Filing date	Sep 29, 2015
Priority date	Sep 30, 2014
Publication date	Feb 19, 2019
Grant date	Feb 19, 2019

Abstract

A method for efficiently producing a poly(ethylene glycol)-b-poly(halomethylstyrene), a novel poly(ethylene glycol)-b-poly(halomethylstyrene) produced using the method, and a derivative thereof. The target novel copolymer can be provided by introducing a functional group, which enables reversible addition-fragmentation chain transfer (RAFT) polymerization, to the ω terminal of poly(ethylene glycol) and copolymerizing the resulting poly(ethylene glycol) with a halomethylstyrene.

First claim

The invention claimed is:

1. A block copolymer of the following formula (W):

wherein,
W denotes the formula

or a hydrogen atom or a mercapto group,
A denotes an unsubstituted or substituted C 1 -C 12 alkoxy group, with the substituent group being a formyl group or a group represented by the formula R 1 R 2 CH— in cases where A is substituted, R 1 and R 2 each independently denote a C 1 -C 4 alkoxy group or R 1 and R 2 together denote a —OCH 2 CH 2 O— group, a —O(CH 2 ) 3 O— group or a —O(CH 2 ) 4 O— group, or in cases where A is substituted, the substituent group is a group represented by the formula R 3 R 4 B-Ph-, where R 3 and R 4 each denote a hydroxy group or R 3 and R 4 together denote a —OC(CH 3 ) 2 C(CH 3 ) 2 O— group, and Ph denotes an o-phenylene group, m-phenylene group or p-phenylene group that may be substituted by a methyl group or methoxy group,
L is m-xylylene or p-xylylene,
R groups each independently denote a methyl group or methoxy group, a is an integer between 0 and 3,
m is an integer between 3 and 500,
n is an integer between 2 and 10,000,
Z is selected from groups represented by the formulae below, which are covalently bonded via a —NH— group or —O— group:

or denotes a —P(═O)(OCH 2 CH 3 ) 2 group or —P(═O)(OH) 2 group,
with these groups accounting for at least 60% of the total number of Z groups, and the remaining Z groups, when present, being chlorine atoms, bromine atoms, iodine atoms or hydroxyl groups.

2. The block copolymer of claim 1 , wherein the phenyldithiocarbonyl group in formula (W), which may be substituted by (R) a , is present in an unmodified form.

3. The block copolymer of claim 1 , wherein
Z is selected from groups represented by the formulae below, which are covalently bonded via a —NH— group or —O— group

4. The block copolymer of claim 1 , wherein Z denotes a —P(═O)(OCH 2 CH 3 ) 2 group or a —P(═O)(OH) 2 group.

Assignees

• Univ Tsukuba

Inventors

• Nagasaki Yukio

Classifications

• C08F12/16

  Halogens · CPC title

• C08G65/26

  from cyclic ethers and other compounds · CPC title

• C08F293/005 Primary

  using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent · CPC title

• C08F8/40

  Introducing phosphorus atoms or phosphorus-containing groups · CPC title

• C08F12/18

  Chlorine · CPC title