IP Library Granted Patent US 7,217,853
Granted Patent B2
US 7,217,853 · App. 10/227,623 · Granted May 15, 2007

Composition for cushions, wound dressings and other skin-contacting products

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Quick Facts
Patent No.
US 7,217,853
App. No.
10/227,623
Granted
May 15, 2007
Kind
B2
Abstract

A skin-contacting adhesive composition is described which has improved initial tack, long-term adhesion, water uptake and translucency characteristics and may be prepared by melt extrusion. Uses of these compositions are also described, for example, their use in wound dressings.

Claims (67)

1. A skin-contacting adhesive composition comprised of a hydrophobic phase and a hydrophilic phase, wherein:

(a) the hydrophobic phase comprises a hydrophobic polymer, at least one elastomeric plasticizer and a tackifying resin; and

(b) the hydrophilic phase comprises:

i) at least one material selected from the group consisting of low molecular weight cellulose derived polymers and naturally occurring polysaccharides;

ii) at least one high molecular weight cellulose derived polymer; and

iii) reinforcing clay particles.

2. The composition of claim 1 which comprises about 50–80 wt % hydrophobic phase and about 20–50 wt % hydrophilic phase.

3. The composition of claim 2 which comprises about 60–70 wt % hydrophobic phase and about 30–40 wt % hydrophilic phase.

4. The composition of claim 1 which comprises about 10–50 wt % hydrophobic polymer; about 5–40 wt % elastomeric plasticizer; about 0.5–40 wt % tackifying resin; about 5–40 wt % high molecular weight cellulose derived polymers; about 2–30 wt % reinforcing clay particles; and about 0–20 wt % optional ingredients.

5. The composition of claim 4 which comprises about 15–46 wt % hydrophobic polymer; about 5–31 wt % elastomeric plasticizer; about 1–35 wt % tackifying resin; and about 5–32 wt % high molecular weight cellulose derived polymers; about 3–20 wt % reinforcing clay particles; and about 0.1–10 wt % optional ingredients.

6. The composition of claim 4 which comprises about 2–40 wt % naturally occurring polysaccharides.

7. The composition of claim 6 which comprises about 5–20 wt % naturally occurring polysaccharides.

8. The composition of claim 4 which comprises about 1–20 wt % low molecular weight cellulose derived polymers.

9. The composition of claim 8 which comprises about 3–17 wt % low molecular weight cellulose derived polymers.

10. The composition of claim 1 wherein the weight ratio of the hydrophobic phase and the hydrophilic phase is selected so as to optimize the adhesive strength, cohesive strength and water sorption of the composition.

11. The composition of claim 1 wherein the weight ratio of the high molecular weight cellulose derived polymers, low molecular weight cellulose derived polymers or naturally occurring polysaccharides, and the reinforcing clay particles is selected so as to optimize the adhesive strength, cohesive strength and water sorption of the composition.

12. The composition of claim 1 wherein the weight ratio of the hydrophobic polymer, elastomeric plasticizer and tackifying resin is selected so as to optimize the adhesive strength, cohesive strength and water sorption of the composition.

13. The composition of claim 1 wherein the weight ratio of the hydrophobic phase and the hydrophilic phase is selected so as to render the composition translucent.

14. The composition of claim 1 wherein the weight ratio of the high molecular weight cellulose derived polymers, low molecular weight cellulose derived polymers, naturally occurring polysaccharides, and the reinforcing clay particles is selected so as to render the composition translucent.

15. The composition of claim 1 wherein the weight ratio of the hydrophobic polymer, elastomeric plasticizer and tackifying resin is selected so as to render the composition translucent.

16. The composition of claim 1 wherein the hydrophobic polymer is selected from the group consisting of butadiene acrylonitrile rubber, butyl rubbers, ethylene-propylene-diene terpolymers, isobutylene-isoprene copolymers, natural rubber adhesives, polychloroprenes, polyisobutylenes, polyisoprenes, polysiloxanes, styrene-butadiene-styrene block copolymers, styrene-isoprene-styrene block copolymers, vinyl ether polymers, and combinations thereof.

17. The composition of claim 16 wherein the hydrophobic polymer selected from the group consisting of butyl rubbers, polyisoprenes, styrene-butadiene-styrene block copolymers, styrene-isoprene-styrene block copolymers, and combinations thereof.

18. The composition of claim 1 wherein the hydrophobic polymer is selected from the group consisting of styrene-butadiene-styrene block copolymers and styrene-isoprene-styrene block copolymers, and further comprises a styrene-isoprene block copolymer.

19. The composition of claim 18 wherein the hydrophobic polymer mixture comprises up to 45 wt % of the styrene-isoprene block copolymer.

20. The composition of claim 1 wherein the elastomeric plasticizer is selected from the group consisting of low molecular weight polyisobutylenes, low molecular weight polyisoprene rubbers, styrene-based plasticizers, and combinations thereof.

21. The composition of claim 20 wherein the styrene-based plasticizers are selected from the group consisting of styrene-isoprene block copolymers, styrene-butadiene block copolymers, and combinations thereof.

22. The composition of claim 21 wherein the elastomeric plasticizer further comprises a low molecular weight polyisoprene rubber.

23. The composition of claim 1 wherein the tackifying resin is a non-polar tackifying resin selected from the group consisting of hydrogenated hydrocarbon resins, hydrocarbon resins and synthetic polyterpene resins.

24. The composition of claim 1 wherein the cellulose derived polymers are selected from the group consisting of hydroxypropylcellulose, hydroxypropylmethylcellulose and sodium carboxymethylcellulose.

25. The composition of claim 1 wherein the high molecular weight cellulose derived polymer has a molecular weight within the range of about 300–1,150 kg/mole.

26. The composition of claim 1 wherein the low molecular weight cellulose derived polymer has a molecular weight within the range of about 80–140 kg/mole.

27. The composition of claim 1 wherein the hydrophilic phase comprises at least one low molecular weight cellulose derived polymer and the weight ratio of low molecular weight cellulose derived polymers to high molecular weight cellulose derived polymers is about 1:1 to 1:2.

28. The composition of claim 1 wherein the hydrophilic phase comprises at least one naturally occurring polysaccharide and the weight ratio of naturally occurring polysaccharides to cellulose derived polymers is about 1:1 to 2:1.

29. The composition of claim 28 wherein the naturally occurring polysaccharide is selected from the group consisting of agars, alginates, carrageenans, chitin, chitosan, glucomannan, gum guar, gellan gum, locust bean gum, pectins, pullulan, starches and xanthans, and combinations thereof.

30. The composition of claim 29 wherein the naturally occurring polysaccharide is agar or starch.

31. The composition of claim 1 wherein the hydrophilic phase comprises a mixture of a low molecular weight cellulose derived polymer and a naturally occurring polysaccharide.

32. The composition of claim 1 wherein the reinforcing clay particles have an average diameter of about <15μ.

33. The composition of claim 1 wherein the clay particles are comprised of a phyllosilicate.

34. The composition of claim 33 wherein the phyllosilicate is montmorillonite.

35. The composition of claim 1 which further comprises an active agent.

36. The composition of claim 35 wherein the active agent is selected from the group consisting of antibiotics, antifungal agents, antiinflammatory agents, bacteriostatic and bactericidal compounds, caustic agents, keratolytic agents, pain relieving agents, proteolytic enzymes, tissue-healing enhancing agents, vasodilators, vessicants, and combinations thereof, and is present in a therapeutically effective amount.

37. The composition of claim 36 which further comprises a permeation enhancer.

38. The composition of claim 1 which further comprises at least one additive selected from the group consisting of adhesive agents, antioxidants, absorbent fillers, curing agents, preservatives, pH regulators, pigments, dyes, refractive particles, conductive species and antimicrobial agents.

39. The composition of claim 1 which is prepared by a blending and extruding process.

40. The composition of claim 39 wherein the hydrophilic phase comprises at least one low molecular weight cellulose derived polymer, and wherein: (1) the hydrophobic polymer, elastomeric plasticizer, tackifying resin, and clay particles are blended to form a mixture; (2) the mixture is heated to a temperature within the range of about 140–160° C.; and (3) the low and high molecular weight cellulose derived polymers are added to the mixture to form the composition.

41. The composition of claim 39 wherein the hydrophilic phase comprises at least one naturally occurring polysaccharide, and wherein (1) the tackifying resin and hydrophobic polymer are mixed to form a first mixture; (2) the polysaccharide, clay particles, and elastomeric plasticizer are mixed to form a second mixture; (3) the first mixture is heated to a temperature within the range of about 140–160° C.; (4) the high molecular weight cellulose derived polymer added to the first mixture; (5) the first mixture is cooled; and (6) the second mixture is added to the first mixture to form the composition.

42. A skin-contacting adhesive composition comprised of a hydrophobic phase and a hydrophilic phase, wherein:

(a) the hydrophobic phase comprises: a hydrophobic polymer selected from the group consisting of butadiene acrylonitrile rubber, butyl rubbers, ethylene-propylene-diene terpolymers, isobutylene-isoprene copolymers, natural rubber adhesives, polychioroprenes, polyisobutylenes, polyisoprenes, polysiloxanes, styrene-butadiene-styrene block copolymers, styrene-isoprene-styrene block copolymers, vinyl ether polymers, and combinations thereof; at least one elastomeric plasticizer and a tackifying resin; and

(b) the hydrophilic phase comprises:

i) at least one material selected from the group consisting of low molecular weight cellulose derived polymers and naturally occurring polysaccharides;

ii) at least one high molecular weight cellulose derived polymer; and

iii) reinforcing clay particles.

43. The composition of claim 42 which comprises about 50–80 wt % hydrophobic phase and about 20–50 wt % hydrophilic phase.

44. The composition of claim 42 wherein the hydrophobic polymer is selected from the group consisting of butyl rubbers, polyisoprenes, styrene-butadiene-styrene block copolymers, styrene-isoprene-styrene block copolymers, and combinations thereof.

45. The composition of claim 42 wherein the hydrophobic polymer is selected from the group consisting of styrene-isoprene-styrene block copolymers and styrene-butadiene-styrene block copolymers, and further comprises a styrene-isoprene block copolymer.

46. The composition of claim 42 wherein the elastomeric plasticizer is selected from the group consisting of low molecular weight polyisobutylenes, low molecular weight polyisoprene rubbers, styrene-based plasticizers, and combinations thereof.

47. The composition of claim 42 wherein the tackifying resin is selected from the group consisting of hydrogenated hydrocarbon resins, hydrocarbon resins and synthetic polyterpene resins.

48. The composition of claim 42 wherein the high molecular weight cellulose derived polymer is selected from the group consisting of hydroxypropylcellulose, hydroxypropylmethylcellulose and sodium carboxymethylcellulose.

49. The composition of claim 42 wherein the hydrophilic phase comprises at least one low molecular weight cellulose derived polymer selected from the group consisting of hydroxypropylcellulose, hydroxypropylmethylcellulose and sodium carboxymethylcellulose.

50. The composition of claim 42 wherein the hydrophilic phase comprises at least one naturally occurring polysaceharide selected from the group consisting of agars, alginates, carrageenans, chitin, chitosan, glucomannan, gum guar, gellan gum, locust bean gum, pectins, pullulan, starches and xanthans, and combinations thereof.

51. The composition of claim 42 wherein the clay particles are comprised of montmorillonite.

52. The composition of claim 42 which further comprises a low molecular weight polyisobutylene.

53. The composition of claim 42 which further comprises an active agent selected from the group consisting of antibiotics, antifungal agents, antiinflammatory agents, bacteriostatic and bactericidal compounds, caustic agents, keratolytic agents, pain relieving agents, proteolytic enzymes, tissue-healing enhancing agents, vasodilators, vessicants, and combinations thereof, which is present in a therapeutically effective amount.

54. A skin-contacting adhesive composition comprised of a hydrophobic phase and a hydrophilic phase, wherein the hydrophilic phase comprises:

i) randomly distributed spherical solid droplets comprised of a material selected from the group of low molecular weight cellulose derived polymers, naturally occurring polysaccharides, and combinations thereof;

ii) fibers comprised of a liquid crystalline high molecular weight cellulose derived polymer; and

iii) ordered particles comprised of clay.

Assignments (18)
REASSIGNMENT AND RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 57597/0907 Recorded May 12, 2026
From: HERCULES CAPITAL, INC.
To: CORIUM, LLC (FORMERLY, CORIUM, INC.)
Reel/Frame 075564/0147 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jan 19, 2024
From: CORIUM, LLC
To: COLUMBUS INVESTMENT HOLDINGS SA
Reel/Frame 066355/0628 →
CHANGE OF NAME Recorded Oct 25, 2022
From: CORIUM, INC.
To: CORIUM, LLC
Reel/Frame 061852/0142 →
SECURITY INTEREST Recorded Sep 24, 2021
From: CORIUM, INC.
To: HERCULES CAPITAL, INC., AS AGENT
Reel/Frame 057597/0907 →
CHANGE OF NAME Recorded Apr 9, 2019
From: CORIUM INTERNATIONAL, INC.
To: CORIUM, INC.
Reel/Frame 048841/0324 →
RELEASE OF SECURITY INTEREST Recorded Mar 6, 2018
From: CAPITAL ROYALTY PARTNERS II L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "A" L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "B" (CAYMAN) L.P.; CAPITAL ROYALTY PARTNERS II (CAYMAN) L.P.; PARALLEL INVESTMENT OPPORTUNITIES PARTNERS II L.P.
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 045513/0686 →
RELEASE OF SECURITY INTEREST Recorded Mar 6, 2018
From: CAPITAL ROYALTY PARTNERS II L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "A" L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "B" (CAYMAN) L.P.; CAPITAL ROYALTY PARTNERS II (CAYMAN) L.P.; PARALLEL INVESTMENT OPPORTUNITIES PARTNERS II L.P.
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 046909/0855 →
RELEASE OF SECURITY INTEREST Recorded Nov 27, 2017
From: SILICON VALLEY BANK
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 044229/0054 →
RELEASE OF SECURITY INTEREST Recorded Nov 27, 2017
From: SILICON VALLEY BANK
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 044810/0026 →
SECURITY INTEREST Recorded Dec 4, 2014
From: CORIUM INTERNATIONAL, INC.
To: CAPITAL ROYALTY PARTNERS II L.P.; CAPITAL ROYALTY PARTNERS II ? PARALLEL FUND ?A? L.P.; CAPITAL ROYALTY PARTNERS II ? PARALLEL FUND ?B? (CAYMAN) L.P.; CAPITAL ROYALTY PARTNERS II (CAYMAN) L.P.
Reel/Frame 034535/0238 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NAME AND ADDRESS OF ONE OF THE ASSIGNEES PREVIOUSLY RECORDED ON REEL 014819 FRAME 0946. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNEE'S NAME IS CORIUM INTERNATIONAL, INC. AND THE ADDRESS IS 235 CONSTITUTION DRIVE, MENLO PARK, CA 94025. Recorded Jun 7, 2013
From: PARANDOOSH, SHOREH
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 030574/0913 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NAME AND ADDRESS OF ONE OF THE ASSIGNEES PREVIOUSLY RECORDED ON REEL 013189 FRAME 0403. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNEE'S NAME IS CORIUM INTERNATIONAL, INC. AND THE ADDRESS IS 235 CONSTITUTION DRIVE, MENLO PARK, CA 94025. Recorded Jun 7, 2013
From: CLEARY, GARY W.
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 030574/0908 →
SECURITY AGREEMENT Recorded Sep 10, 2012
From: CORIUM INTERNATIONAL, INC.
To: SILICON VALLEY BANK
Reel/Frame 028927/0365 →
SECURITY AGREEMENT Recorded Sep 4, 2012
From: CORIUM INTERNATIONAL, INC.
To: CAPITAL ROYALTY PARTNERS II L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "A" L.P.; PARALLEL INVESTMENT OPPORTUNITIES PARTNERS II L.P.
Reel/Frame 028895/0961 →
RELEASE OF SECURITY INTEREST Recorded Aug 30, 2012
From: OXFORD FINANCE LLC
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 028884/0179 →
SECURITY AGREEMENT Recorded Dec 20, 2011
From: CORIUM INTERNATIONAL, INC.
To: OXFORD FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 027422/0717 →
SECURITY AGREEMENT Recorded May 5, 2009
From: CORIUM INTERNATIONAL, INC.
To: SILICON VALLEY BANK
Reel/Frame 022634/0119 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 6, 2004
From: SHOREH PARANDOOSH
To: CORIUM INTERNATIONAL
Reel/Frame 014819/0946 →