Branched amorphous polyamide (co)polymers and methods of making and using same

Patent metadata

Field	Value
Publication number	US-12559592-B2
Application number	US-202117995867-A
Country	US
Kind code	B2
Filing date	Apr 13, 2021
Priority date	Apr 15, 2020
Publication date	Feb 24, 2026
Grant date	Feb 24, 2026

Abstract

Branched amorphous polyamide (co)polymers having a backbone formed by reacting a reaction mixture including at least 25 mol % of a di-amine selected from a secondary di-amine, a branched di-amine, or a combination thereof; and an aliphatic acid blend including a branched aliphatic dimer acid and a branched aliphatic trimer acid. The molar equivalent ratio of the di¬ amine to the aliphatic acid blend is 0.9-1.1. Preferably, the branched amorphous polyamide (co)polymer is not telechelic. The branched amorphous polyamide (co)polymer preferably exhibits one or more of a shear modulus of from 10,000 to 500,000 Pa at 70° C., a complex viscosity of greater than 1,000,000 mPa*s at 70° C., a glass transition temperature of less than 25° C., or a number average molecular weight of greater than 10,000 Da. Biodegradable and/or compostable adhesive articles including the branched amorphous polyamide (co)polymer also are disclosed.

First claim

What is claimed is:

1 . A pressure sensitive adhesive comprising a branched amorphous polyamide (co) polymer, wherein the (co) polymer has a backbone formed by reacting a reaction mixture including:
at least 25 mol % of a di-amine based on the reaction mixture, the di-amine selected from the group consisting of a secondary di-amine, a branched di-amine and a combination thereof; an aliphatic acid blend comprising a branched aliphatic dimer acid and a branched aliphatic trimer acid; 0% to less than 10 mol % of primary di-amines; and 0% to less than 10 mol % of linear or aromatic di-acid monomers, wherein the molar equivalent ratio of the di-amine to the aliphatic acid blend is 0.9-1.1, optionally wherein the branched amorphous polyamide (co)polymer is not telechelic, and wherein the pressure sensitive adhesive has a storage modulus (G′) of less than about 1.0×10 5 Pascals measured at 25° C.

2 . The pressure sensitive adhesive of claim 1 , wherein the secondary di-amine is selected from the group consisting of piperazine; 1,3-Di-4-piperidylpropane; and combinations thereof.

3 . The pressure sensitive adhesive of claim 1 , wherein the branched di-amine is selected from the group consisting of 1,2-propylene di-amine; 2,2,4 (2,4,4)-trimethylhexamethylene-1,6-di-amine; isophorone di-amine; 2-methylpentane-1,5-di-amine 1,3-pentanedi-amine; and combinations thereof.

4 . The pressure sensitive adhesive of claim 1 , wherein the (co)polymer comprises one or more alkyl-substituted mono-functional end-capping groups selected from acid functional or amine functional end-capping groups.

5 . The pressure sensitive adhesive of claim 1 , wherein the reaction mixture further comprises acid functional end-capping monomers selected from the group consisting of oleic acid; linoleic acid; octanoic acid; 2-ethylhexanoic acid; dodecanoic acid; stearic acid; and combinations thereof.

6 . The pressure sensitive adhesive of claim 1 , wherein the reaction mixture further comprises amine functional end-capping monomers selected from the group consisting of octylamine; 2-ethylhexylamine; dodecylamine; oleylamine; stearylamine; and combinations thereof.

7 . The pressure sensitive adhesive of claim 1 , wherein the reaction mixture further comprises an ethylenically unsaturated monomer.

8 . The pressure sensitive adhesive of claim 7 , wherein the ethylenically unsaturated monomer is present at less than 2.5 wt. % based on the weight of the reaction mixture.

9 . The pressure sensitive adhesive of claim 7 , wherein the ethylenically unsaturated monomer is selected from the group consisting of multi-functional ethylenically unsaturated esters of (meth)acrylic acid with polyhydric alcohols; tri(meth)acrylic acid esters of tris(hydroxyethyl)isocyanurate; tetra(meth)acrylic acid esters of aliphatic tetrols; penta(meth)acrylic acid esters of aliphatic pentols hexa(meth)acrylic acid esters of hexanolsdi(meth)acrylic acid esters of aromatic diols; tri(meth)acrylic acid esters of aromatic triols; and combinations thereof.

10 . The pressure sensitive adhesive of claim 1 , wherein the reaction mixture further comprises a branching agent that reacts to form the branched amorphous polyamide (co) polymer.

11 . The pressure sensitive adhesive of claim 10 , wherein the branching agent is selected from the group consisting of tri-acids and tri-amines, optionally wherein the tri-acid is selected from the group consisting of; citric acid; nitrilotriacetic acid; 1,3,5-benzenetricaboxylic acid; 1,2,4-benzenetricarboxylic acid; and combinations thereof, and wherein the tri-amine is selected from the group consisting of diethylene tri-amine; tris(2-aminoethyl)amine; 1,3,5-triaminobenzene; 1,2,4-triaminobenzene; tris(3-aminopropyl)amine; 1,2,3-propanetri-amine; 3,3′-diaminodipropylamine; and combinations thereof.

12 . The pressure sensitive adhesive of claim 10 , wherein the branching agent is a tri-acid.

13 . The pressure sensitive adhesive of claim 12 , wherein the branching agent is a triacid selected from the group consisting of; citric acid; nitrilotriacetic acid; and combinations thereof.

14 . The pressure sensitive adhesive of claim 1 , further comprising an additive selected from a tackifier; a rheology modifier; a plasticizer; a polyamide (co) polymer having a glass transition temperature (T g ) measured using the Differential Scanning calorimetry Test of at least 25° C.; or a combination thereof.

15 . An adhesive article comprising the pressure sensitive adhesive of claim 1 , wherein the adhesive article is compostable.

Assignees

• 3M Innovative Properties Company

Inventors

• Kalgutkar Rajdeep S
• Amos David T
• Kadoma Ignatius A
• Severance Joseph A
• Nelson Jilliann M
• Watts Annabelle
• Anderson Jonathan J
• Schultz Kimberly C M

Classifications

• C09J2493/00

  Presence of natural resin · CPC title

• C09J2479/08

  polyimide · CPC title

• C09J2477/00

  Presence of polyamide · CPC title

• C09J11/08

  Macromolecular additives · CPC title

• C08G73/1042

  Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds · CPC title