Co-preparation of polyetheramines and alklyene amines

Patent metadata

Field	Value
Publication number	US-11015015-B2
Application number	US-201615577785-A
Country	US
Kind code	B2
Filing date	Nov 30, 2016
Priority date	Jan 12, 2016
Publication date	May 25, 2021
Grant date	May 25, 2021

Abstract

The present disclosure provides a process for the co-preparation of a polyetheramine and an alkylene amine mixture by aminating a liquid polyol initiator mixture comprising an alkoxylated alcohol and a solid high melting polyol. The polyetheramine and alkylene amine mixture may be used in a variety of applications, such as a curing agent for epoxy resin formulations or as a raw material in the synthesis of polyurea.

First claim

What is claimed is:

1. A process for the co-preparation of a polyetheramine and an alkylene amine mixture comprising (a) mixing and heating at a temperature of at least 40° C. an alkoxylated alcohol initiator and at least one solid high melting polyol having from 2 to 8 hydroxyl groups per molecule at a weight ratio of the solid high melting polyol to alkoxylated alcohol initiator equal to or greater than 51:49 to form a liquid polyol initiator mixture; and (b) charging the liquid polyol initiator mixture to a reductive amination zone and reductively aminating the liquid polyol initiator mixture in the presence of a reductive amination catalyst and ammonia to form the polyetheramine and the alkylene amine mixture wherein the high melting polyol is neopentyl glycol; pentaerythritol; dipentaerythritol; tripentaerythritol; a methyl alpha d-glucoside of corn starch; corn starch; sucrose; lactose; d-mannitol; anhydrous sorbitol; dulcitol; erythritol; threitol; arabinitol; xylitol; ribitol; allitol; altritol; gulitol; galactitol; talitol; maltitol, isomaltitol; lactitol; trimethylolpropane; trimethylolethane; inositol; glucose; fructose; and mixtures thereof.

2. The process of claim 1 , wherein the alkoxylated alcohol initiator is a polyoxyalkylene polyol formed from the adduction of an alcohol and an alkylene oxide.

3. The process of claim 2 , wherein the alcohol is ethylene glycol, propylene glycol, tripropylene glycol, neopentyl glycol, polytetramethylene ether glycol, 1,3-butanediol, 1,4-butanediol or 1,4-cyclohexanedimethanol.

4. The process of claim 1 , wherein the liquid polyol initiator mixture is substantially free of water and solvent.

5. A polyetheramine and an alkylene amine mixture obtained by: (a) mixing and heating at a temperature of at least 40° C. an alkoxylated alcohol initiator and at least one solid high melting polyol having from 2 to 8 hydroxyl groups per molecule at a weight ratio of the solid high melting polyol to the alkoxylated alcohol initiator equal to or greater than 51:49 to form a liquid polyol initiator mixture; and (b) charging the liquid polyol initiator mixture to a reductive amination zone and reductively aminating the liquid polyol initiator mixture in the presence of a reductive amination catalyst and ammonia to form the polyetheramine and the alkylene amine mixture wherein the high melting polyol is neopentyl glycol; pentaerythritol; dipentaerythritol; tripentaerythritol; a methyl alpha d-glucoside of corn starch; corn starch; sucrose; lactose; d-mannitol; anhydrous sorbitol; dulcitol; erythritol; threitol; arabinitol; xylitol; ribitol; allitol; altritol; gulitol; galactitol; talitol; maltitol, isomaltitol; lactitol; trimethylolpropane; trimethylolethane; inositol; glucose; fructose; and mixtures thereof.

6. An epoxy resin formulation comprising an epoxy resin and the polyetheramine and alkylene amine mixture of claim 5 .

7. A process for forming a polyurea comprising reacting the polyetheramine and alkylene amine mixture of claim 5 with an organic polyisocyanate.

8. A polyurea produced by the process of claim 7 .

Assignees

• Huntsman Petrochemical Llc

Inventors

• Zhou Hui
• Klein Howard P
• Lewis David C

Classifications

• C08G65/322 Primary

  containing hydrogen · CPC title

• C08G59/504

  containing an atom other than nitrogen belonging to the amine group, carbon and hydrogen · CPC title

• C08G18/6685

  with compounds of group C08G18/3225 or polyamines of C08G18/38 · CPC title

• C08G18/3819

  having nitrogen · CPC title

• C08G18/5021 Primary

  having nitrogen · CPC title