Specific mixtures of N,N-bis(2-hydroxyalkyl)-4-toluidine derivatives, their preparation and a method of using such specific mixtures

Patent metadata

Field	Value
Publication number	US-9512298-B2
Application number	US-201213723493-A
Country	US
Kind code	B2
Filing date	Dec 21, 2012
Priority date	Sep 4, 2004
Publication date	Dec 6, 2016
Grant date	Dec 6, 2016

Abstract

A process is provided for preparing new mixtures of N,N-bis(2-hydroxyalkyl)-4-toluidine derivatives which can be used as polymerization accelerators.

First claim

What is claimed is:

1. A method for preparing colorless polymer, the method comprising producing colorless polymer by free-radical addition polymerization of polymer precursors in a reaction mixture with a polymerization accelerator or vulcanization accelerator consisting of a mixture of two or more different compounds of general formula I:

wherein:
n and m are each independently an integer from 0 to 11, wherein the sum of n and m is at least 1; and
each R1 is independently hydrogen or methyl, wherein two R1 located on directly adjacent carbon atoms are not both methyl; and

wherein each of the two or more compounds of the general formula I is prepared by reacting 4-toluidine, containing less than 02% weight of 3-toluidine based on the weight of the 4-toluidine, with an alkylene oxide of the formula (II)

wherein each is independently hydrogen or methyl.

2. The method of claim 1 , wherein n and m are identical in each respective compound.

3. A polymer prepared by the method of claim 1 .

4. The method of claim 1 , wherein the polymerization accelerator or vulcanization accelerator comprises 0.1%-5% by weight of the reaction mixture.

5. The method of claim 1 , wherein the polymerization accelerator or vulcanization accelerator comprises N,N-bis(2-hydroxyethyl)-4-toluidine, N,N-bis(2-hydroxyethyloxyethylene)-4-toluidine, or combinations thereof.

6. The method of claim 1 , wherein for at least one of the two compounds, n and m are different.

7. The method of claim 1 , wherein the 4-toluidine contains 0.1% weight or less of 3-toluidine based on the weight of the 4-toluidine.

Assignees

• Rauchschwalbe Gunter
• Scheinert Wolfgang
• Lanxess Deutschland Gmbh

Inventors

• Rauchschwalbe Gunter
• Scheinert Wolfgang

Classifications

• C07C217/50 Primary

  Ethers of hydroxy amines of undetermined structure, e.g. obtained by reactions of epoxides with hydroxy amines · CPC title

• C08F2/38

  Polymerisation using regulators, e.g. chain terminating agents {, e.g. telomerisation} · CPC title

• C08K5/18 Primary

  with aromatically bound amino groups · CPC title