Method for producing polyalkylene glycol derivative having amino group at end, polymerization initiator for use in the same, and alcohol compound as raw material for the polymerization initiator

Patent metadata

Field	Value
Publication number	US-10472377-B2
Application number	US-201715621272-A
Country	US
Kind code	B2
Filing date	Jun 13, 2017
Priority date	Dec 4, 2014
Publication date	Nov 12, 2019
Grant date	Nov 12, 2019

Abstract

A method for producing a narrowly distributed and high-purity polyalkylene glycol derivative having an amino group at an end, a polymerization initiator for use in the method, and a precursor of the polymerization initiator are provided.
The present invention provides: a method for producing a polyalkylene glycol derivative having an amino group at an end, using, as a polymerization initiator, a compound represented by the general formula (I); a compound represented by the following general formula (I); and a precursor thereof:

wherein R A 1a and R A 1b each independently represent a protective group of the amino group, or one of R A 1a and R A 1b represents H and the other represents a protective group of the amino group, or R A 1a and R A 1b bind to each other to represent a cyclic protective group forming a ring; R A 2 represents a linear, branched, or cyclic hydrocarbon group having 1 to 6 carbon atoms; R A 3 represents a single bond, or a linear, branched, or cyclic hydrocarbon group having 1 to 20 carbon atoms, and the hydrocarbon group may contain a heteroatom; the total number of carbon atoms (or the total number of carbon atoms and heteroatoms) of R A 2 and R A 3 is 4 or more; and M represents an alkali metal.

First claim

What is claimed is:

1. A silyl-protected amino group-containing alcohol compound of formula (6) or (7):

wherein each R 1 independently is a linear monovalent hydrocarbon group having 1 to 6 carbon atoms, or a branched or cyclic monovalent hydrocarbon group having 3 to 6 carbon atoms, or R 1 may bind to each other to form a 3 to 6 membered ring together with a silicon atom having bonds with R 1 ;
R 2 is a linear divalent hydrocarbon group having 1 to 6 carbon atoms, or a branched or cyclic divalent hydrocarbon group having 3 to 6 carbon atoms;
R 3 is a linear divalent hydrocarbon group having 4 to 6 carbon atoms;
R 5 is an alkylene group having 2 to 8 carbon atoms, and R 5 is not the same as R 2 ; and
m is an integer of 1 to 3.

2. A metal salt of a silyl-protected amino group-containing alcohol compound of formula (1) or (2):

wherein each R 1 independently is a linear monovalent hydrocarbon group having 1 to 6 carbon atoms, or a branched or cyclic monovalent hydrocarbon group having 3 to 6 carbon atoms, or R 1 may bind to each other to form a 3 to 6 membered ring together with a silicon atom having bonds with R 1 ;
R 2 is a linear divalent hydrocarbon group having 1 to 6 carbon atoms, or a branched or cyclic divalent hydrocarbon group having 3 to 6 carbon atoms;
R 3 is a linear divalent hydrocarbon group having 4 to 6 carbon atoms;
R 5 is an alkylene group having 2 to 8 carbon atoms, and R 5 is not the same as R 2 ;
M is an alkali metal; and
m is an integer of 1 to 3.

3. A polyalkylene compound derivative having a protected amino group of formula (II-1) or (II-2):

wherein each R 1 independently is a linear monovalent hydrocarbon group having 1 to 6 carbon atoms, or a branched or cyclic monovalent hydrocarbon group having 3 to 6 carbon atoms, or R 1 may bind to each other to form a 3 to 6 membered ring together with a silicon atom having bonds with R 1 ;
R 2 is a linear divalent hydrocarbon group having 1 to 6 carbon atoms, or a branched or cyclic divalent hydrocarbon group having 3 to 6 carbon atoms;
R 3 is a linear divalent hydrocarbon group having 4 to 6 carbon atoms;
R 4 is a hydrogen atom, or a linear, branched, or cyclic hydrocarbon group that may be substituted, the hydrocarbon group having 1 to 12 carbon atoms, and the hydrocarbon group may contain a heteroatom;
R 5 is an alkylene group having 2 to 8 carbon atoms, and R 5 is not the same as R 2 ;
m is an integer of 1 to 3; and
n is an integer of 1 to 450.

Assignees

• Shinetsu Chemical Co

Inventors

• Suka Yuki
• Harada Yuji
• Watanabe Takeru
• Nonaka Shiori

Classifications

• C08G65/2609

  containing aliphatic hydroxyl groups · CPC title

• Y02P20/55

  Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups · CPC title

• C08G65/329

  with organic compounds · CPC title

• C07F7/10 Primary

  containing nitrogen {having a Si-N linkage} · CPC title

• C08G65/2618

  the other compounds containing nitrogen · CPC title