Chemical-resistant polyester pressure-sensitive adhesive

Patent metadata

Field	Value
Publication number	US-10550224-B2
Application number	US-201615752988-A
Country	US
Kind code	B2
Filing date	Aug 15, 2016
Priority date	Aug 18, 2015
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

Polyester pressure-sensitive adhesives are described. The polyester includes at least two different diacid residues and at least two different diol residues. The at least two different diacid residues include, based on the total moles of the at least two diacid residues, 20 to 80 mole percent of a residue of at least one aromatic dicarboxylic acid, and 20 to 80 mole percent of at least one of a residue of adipic acid or sebacic acid. The polyesters may include at least one pendant group containing an alkenyl group.

First claim

What is claimed is:

1. A polyester comprising:
at least two different diacid residues, the at least two different diacid residues comprising, based on the total moles of the at least two diacid residues:
20 to 80 mole percent of a residue of at least one aromatic dicarboxylic acid; and
20 to 80 mole percent of at least one of a residue of adipic acid or sebacic acid; and

at least three different diol residues, the at least three different diol residues comprising, based on the total moles of the at least three different diol residues:
at least 5 mole percent of a first diol residue;
at least 5 mole percent of a different second diol residue; and
0.1 to 10 mole percent of a residue of trimethylolpropane monoallyl ether,

wherein each of the first and second diol residues is a residue of ethylene glycol, 1,6-hexanediol, 1,4-butanediol, neopentyl glycol, or 1,4-cyclohexanedimethanol, and

wherein the polyester has a crystallinity, as determined by the heat of melting determined by differential scanning calorimetry, of less than 5 J/g.

2. The polyester of claim 1 , wherein the residue of the at least one aromatic dicarboxylic acid comprises a residue of at least one of isophthalic acid, phthalic acid, terephthalic acid, bibenzoic acid, and naphthalic acid.

3. The polyester of claim 1 , wherein the at least three different diol residues comprises, based on the total moles of the at least three different diol residues, 0.5 to 5 mole percent of the residue of trimethylolpropane monoallyl ether.

4. A polyester comprising:
at least two different diacid residues, the at least two different diacid residues comprising, based on the total moles of the at least two diacid residues:
20 to 80 mole percent of a residue of at least one aromatic dicarboxylic acid; and
20 to 80 mole percent of at least one of a residue of adipic acid or sebacic acid; and

at least two different diol residues, the at least two different diol residues comprising, based on the total moles of the at least two different diol residues:
at least 5 mole percent of a first diol residue; and
at least 5 mole percent of a different second diol residue;

wherein each of the first and second diol residues is a residue of ethylene glycol, 1,6-hexanediol, 1,4-butanediol, neopentyl glycol, or 1,4-cyclohexanedimethanol,
wherein the residue of the at least one aromatic dicarboxylic acid comprises a residue of at least one of isophthalic acid, phthalic acid, terephthalic acid, bibenzoic acid, and naphthalic acid,
wherein the polyester is a pressure-sensitive adhesive, and
wherein the polyester has a crystallinity, as determined by the heat of melting determined by differential scanning calorimetry, of less than 5 J/g.

5. The polyester of claim 4 , wherein the at least two different diol residues further comprises, based on the total moles of the at least two different diol residues, 0.1 to 10 mole percent of a residue of trimethylolpropane monoallyl ether.

6. The polyester of claim 4 , wherein the at least two different diol residues further comprises, based on the total moles of the at least two different diol residues, 0.5 to 5 mole percent of a residue of trimethylolpropane monoallyl ether.

7. A polyester comprising:
at least two different diacid residues comprising, based on the total moles of the at least two diacid residues:
20 to 80 mole percent of a residue of at least one aromatic dicarboxylic acid; and

at least two different diol residues comprising, based of the total moles of the at least two different diol residues:
0.1 to 10 mole percent of a diol residue comprising a pendant group containing an alkenyl group,

wherein the residue of the at least one aromatic dicarboxylic acid comprises a residue of at least one of isophthalic acid, phthalic acid, terephthalic acid, bibenzoic acid, and naphthalic acid, wherein the polyester is a pressure-sensitive adhesive, and
wherein the polyester has a crystallinity, as determined by the heat of melting determined by differential scanning calorimetry, of less than 5 J/g.

8. The polyester of claim 7 , wherein the at least two different diol residues comprises, based on the total moles of the at least two different diol residues, 0.5 to 5 mole percent of the diol residue comprising the pendant group containing the alkenyl group.

9. A polyester comprising:
at least two different diacid residues comprising, based on a total moles of the at least two different diacid residues:
20 to 80 mole percent at least one aromatic dicarboxylic acid residue; and

at least two different diol residues,

wherein the polyester comprises at least one pendant group containing an alkenyl group, a ratio of a total number of the at least one pendant group to a total number of ester groups in the polyester being in a range of 0.001 to 0.1,
wherein the residue of the at least one aromatic dicarboxylic acid comprises a residue of at least one of isophthalic acid, phthalic acid, terephthalic acid, bibenzoic acid, and naphthalic acid,
wherein the polyester is a pressure-sensitive adhesive, and
wherein the polyester has a crystallinity, as determined by the heat of melting determined by differential scanning calorimetry, of less than 5 J/g.

10. The polyester of claim 9 , wherein at least one of the two different diol residues comprise the at least one pendant group containing the alkenyl group.

11. The polyester of claim 9 , wherein at least one of the two different diacid residues comprise the at least one pendant group containing the alkenyl group.

12. The polyester of claim 9 , wherein the at least two different diol residues comprise, based on the total moles of the at least two different diol residues, 0.1 to 10 mole percent of a residue of trimethylolpropane monoallyl ether.

13. The polyester of claim 9 , wherein the at least two different diol residues comprise, based of the total moles of the at least two different diol residues, 0.5 to 5 mole percent of a residue of trimethylolpropane monoallyl ether.

14. The polyester of claim 9 , wherein the alkenyl group is an allyl group.

15. The polyester of claim 14 , wherein the alkenyl group is an allyloxy group.

16. A pressure-sensitive adhesive composition comprising the polyester of claims 1 , and 1 to 60 weight percent tackifier.

17. A tape comprising a substrate and the polyester of claim 1 disposed on the substrate.

18. A crosslinked polyester preparable by at least partially curing the polyester of claim 1 .

19. A pressure-sensitive adhesive composition comprising the crosslinked polyester of claims 18 , and 1 to 60 weight percent tackifier.

20. A tape comprising a substrate and the crosslinked polyester of claim 18 disposed on the substrate.

21. The polyester of claim 1 , wherein the crystallinity is substantially zero.

Assignees

• 3M Innovative Properties Co

Inventors

• Liu Richard Y
• Ma Jingjing
• Chen Zhong
• Ho Victor
• Lehn Nathaniel I
• Munson Harold T

Classifications

• C09J2467/00

  Presence of polyester · CPC title

• C08G63/181

  Acids containing aromatic rings · CPC title

• C09J167/06

  Unsaturated polyesters having carbon-to-carbon unsaturation · CPC title

• C09J7/22

  Plastics; Metallised plastics · CPC title

• C09J167/00 Primary

  Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain (based on polyester-amides C09J177/12; based on polyester-imides C09J179/08); Adhesives based on derivatives of such polymers · CPC title