Polyamides based on aminoalkylpiperazine or aminoarylpiperazine for hot-melt adhesives

Patent metadata

Field	Value
Publication number	US-10550227-B2
Application number	US-201515322934-A
Country	US
Kind code	B2
Filing date	Jun 22, 2015
Priority date	Jul 1, 2014
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

A semi-crystalline polyamide including at least one monomer resulting from the condensation of a diacid and of a diamine of formula AP.Y, the semi-crystalline polyamide having the following general formula (I): AP.Y/(A)m/(Pip.Y′)n/(B.Y″)q and the semi-crystalline polyamide having an Mp1 less than or equal to approximately 150° C., in particular less than or equal to approximately 130° C., in particular less than or equal to approximately 120° C. and/or a Tg less than or equal to approximately 60° C., in particular less than or equal to approximately 50° C., in particular less than or equal to approximately 40° C., as determined respectively by DSC according to standard ISO 11357-3 (2013) and ISO 11357-2 (2013).

First claim

The invention claimed is:

1. A semicrystalline polyamide comprising at least one monomer resulting from the condensation of a diacid and a diamine of formula AP.Y, wherein:
AP represents at least one asymmetric diamine monomer of the piperazine type with the following formula:

wherein:
R 1 represents H or —Z 1 —NH 2 and Z 1 represents an alkyl, a cycloalkyl or an aryl having up to 15 carbon atoms,
R 2 represents H or —Z 2 —NH 2 and Z 2 represents an alkyl, a cycloalkyl or an aryl having up to 15 carbon atoms,
R 1 and R 2 being different from one another, and

Y represents at least one dicarboxylic acid excluding the dimers and/or trimers of fatty acids,

said semicrystalline polyamide having the following general formula (IV):
AP.Y/Pip.Y′

wherein:
A represents at least one polyamide with a long-chain aliphatic unit, excluding PA6,
Pip denotes piperazine and Y′ represents at least one dicarboxylic acid excluding the dimers and/or trimers of fatty acids, and Y and Y′ may be identical or different,
Y″ represents at least one dicarboxylic acid excluding the dimers and/or trimers of fatty acids, and Y″ may be identical to or different from
Y and/or Y′
and said semicrystalline polyamide has a Tm 1 less than or equal to about 150° C., and/or a Tg less than or equal to about 40° C., as determined by DSC according to standard ISO 11357-3 (2013) and ISO 11357-2 (2013), respectively, and a solubility in an alcohol-water mixture, in particular an isopropanol-water mixture (85/15: v/v) at room temperature (20° C.) of at least 15%, and the AP.Y/Pip.Y′ weight ratio is from 40/60 to 99/1.

2. The semicrystalline polyamide according to claim 1 , wherein AP represents aminoethylpiperazine (AEP) and Y=Y′ is selected from adipic acid, sebacic acid, azelaic acid, dodecanedioic acid, brassylic acid, tetradecanedioic acid, hexanedioic acid and octadecanedioic acid.

3. The semicrystalline polyamide according to claim 1 , wherein said polyamide is selected from AEP.10/Pip.10 and AEP 12/Pip.12.

4. The semicrystalline polyamide according to claim 1 , said polyamide having a Tm 1 less than or equal to about 100° C. and/or a Tg less than or equal to about 35° C.

5. The semicrystalline polyamide according to claim 1 , wherein the Y/Y′ molar ratio is from 15/85 to 85/15.

6. The semicrystalline polyimide according to claim 1 , wherein AP represents aminoethylpiperazine (AEP) and Y and Y′ are selected from adipic acid, sebacic acid, azelaic acid, dodecanedioic acid, brassylic acid, tetradecanedioic acid, hexanedioic acid and octadecanedioic acid.

Assignees

• Arkema France

Inventors

• Pineau Quentin

Classifications

• C09J177/06

  Polyamides derived from polyamines and polycarboxylic acids (C09J177/10 takes precedence) · CPC title

• C08L77/06

  Polyamides derived from polyamines and polycarboxylic acids (C08L77/10 takes precedence) · CPC title

• C08G73/0633

  with only two nitrogen atoms in the ring · CPC title

• C08G69/36

  derived from amino acids, polyamines and polycarboxylic acids · CPC title

• C08G69/40

  Polyamides containing oxygen in the form of ether groups (C08G69/12, C08G69/32 take precedence) · CPC title