IP Library Granted Patent US 9,416,221
Granted Patent B2
US 9,416,221 · App. 13/221,464 · Granted Aug 16, 2016

Biodegradable terpolymers and terpolymer blends as pressure-sensitive adhesives

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Quick Facts
Patent No.
US 9,416,221
App. No.
13/221,464
Granted
Aug 16, 2016
Kind
B2
Abstract

Disclosed herein are terpolymers and blends prepared from polyester terpolymers that can function as pressure-sensitive adhesives. The disclosed articles can comprise the terpolymer and terpolymer blends coated to a conformable backing member. The terpolymer and terpolymer blends can further comprise a bioactive agent.

Claims (38)

1. An article comprising:

a conformable backing member comprising a sheet; and

a pressure-sensitive adhesive (PSA) comprising a poly(D,L-lactide-co-glycolide-co-ε-caprolactone) having a molecular weight (M w ) of from 60,000 to 130,000 Daltons and a polydispersity index (PDI) of less than 2.0; wherein the poly(D,L-lactide-co-glycolide-co-ε-caprolactone) exhibits storage modulus (G′) values of from about 1.5×10 5 Pa to about 5.5×10 5 Pa, over a frequency of from about 0.1 to about 1 Hz; and exhibits storage modulus (G′) values of from about 1.0×10 6 Pa to about 4.0×10 6 Pa, over a frequency of from about 10 2 to about 10 4 Hz at 30° C., and having a surface thereof coated to the conformable backing member;

wherein the PSA coats 0.1% to 100% of the surface area of the conformable backing member.

2. The article of claim 1 , wherein the PSA further comprises a bioactive agent.

3. The article of claim 1 , wherein the conformable backing member further comprises a bioactive layer.

4. The article of claim 1 , wherein the PSA comprises an enzyme inhibitor to increase wound healing.

5. The article of claim 1 , wherein the conformable backing member comprises gauze.

6. The article of claim 1 , wherein the PSA is impregnated with chlorhexidine gluconate.

7. The article of claim 1 , wherein the article is an anti-microbial carrier.

8. The article of claim 1 , wherein the article is wrapped around an internal tissue or bone.

9. The article of claim 1 , wherein the article is formed into a sealable package.

10. The article of claim 9 , wherein the article formed is an envelope.

11. The article of claim 9 , wherein the article formed contains a gel or liquid comprising a bioactive agent.

12. The article of claim 1 , wherein the article is a diaper and the edges or seams of the diaper are adhered with the PSA.

13. The article of claim 1 , wherein the article is compostable packing and the edges or seams of the compostable packing are adhered with the PSA.

14. The article of claim 1 , wherein the poly(D,L-lactide-co-glycolide-co-ε-caprolactone) comprises from 10 to 60 mol % D,L-lactide, from 10 to 50 mol % D,L-glycolide, and from 10 to 80 mol % ε-caprolactone.

15. The article of claim 1 , wherein the poly(D,L-lactide-co-glycolide-co-ε-caprolactone) comprises from 20 to 40 mol % D,L-lactide, from 10 to 30 mol % D,L-glycolide, and from 40 to 60 mol % ε-caprolactone.

16. The article of claim 1 , wherein the poly(D,L-lactide-co-glycolide-co-ε-caprolactone) comprises 30 mol % D,L-lactide, 20 mol % D,L-glycolide, and 50 mol % ε-caprolactone.

17. The article of claim 1 , wherein the poly(D,L-lactide-co-glycolide-co-ε-caprolactone) has a polydispersity index (PDI) ranging from 1.5 to 1.8.

18. The article of claim 1 , wherein the poly(D,L-lactide-co-glycolide-co-ε-caprolactone) has a molecular weight (M w ) of from 100,000 to 130,000 Daltons.

19. An article, comprising:

a conformable backing member comprising a sheet; and

a pressure-sensitive adhesive (PSA) comprising a blend comprising:

(a) a first poly(D,L-lactide-co-glycolide-co-ε-caprolactone) having a molecular weight (M w ) of from 75,000 to 250,000 Daltons and a polydispersity index (PDI) of less than 2.0, and

(b) a second poly(D,L-lactide-co-glycolide-co-ε-caprolactone) having a molecular weight (M w ) of 130,000 Daltons or less and a polydispersity index (PDI) of less than 2.0;

wherein the second poly(D,L-lactide-co-glycolide-co-ε-caprolactone) has a molecular weight (M w ) that is less than the first poly(D,L-lactide-co-glycolide-co-ε-caprolactone); and

wherein the weight ratio of the first poly(D,L-lactide-co-glycolide-co-ε-caprolactone) to the second poly(D,L-lactide-co-glycolide-co-ε-caprolactone) is from about 90:10 to about 60:40,

and having a surface of the PSA coated to the conformable backing member;

wherein the PSA coats 0.1% to 100% of the surface area of the conformable backing member.

20. An article, comprising:

a conformable backing member comprising a sheet; and

a pressure-sensitive adhesive (PSA) comprising a blend comprising

(a) a poly(D,L-lactide-co-glycolide-co-ε-caprolactone) having a molecular weight of from 75,000 to 250,000 Daltons and a polydispersity index (PDI) of less than 2.0, and

(b) a poly(D,L-lactide-co-glycolide-co-mPEG) having a molecular weight of less than 25,000 Daltons and a polydispersity index (PDI) of less than 2.0; and

wherein the weight ratio of the poly(D,L-lactide-co-glycolide-co-ε-caprolactone) to the poly(D,L-lactide-co-glycolide-co-mPEG) is from about 95:5 to about 75:25,

and having a surface of the PSA coated to the conformable backing member;

wherein the PSA coats 0.1% to 100% of the surface area of the conformable backing member.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 8, 2025
From: SURMODICS, INC.
To: SURMODICS MD, LLC
Reel/Frame 073894/0058 →
RELEASE OF SECURITY INTEREST Recorded Nov 24, 2025
From: MIDCAP FUNDING IV TRUST
To: SURMODICS, INC.; SURMODICS SHARED SERVICES, LLC; SURMODICS HOLDINGS, LLC; SURMODICS COATINGS, LLC; SURMODICS MD, LLC; SURMODICS COATINGS MFG, LLC; SURMODICS IVD, INC.; SURMODICS MD OPERATIONS, LLC; NORMEDIX, INC.
Reel/Frame 073690/0186 →
SECURITY INTEREST Recorded Aug 23, 2024
From: SURMODICS, INC.; SURMODICS SHARED SERVICES, LLC; SURMODICS HOLDINGS, LLC; SURMODICS COATINGS, LLC; SURMODICS MD, LLC; SURMODICS COATINGS MFG, LLC; SURMODICS IVD, INC.; SURMODICS MD OPERATIONS, LLC; NORMEDIX, INC.
To: MIDCAP FUNDING IV TRUST
Reel/Frame 068762/0423 →