IP Library Granted Patent US 10,849,859
Granted Patent B2
US 10,849,859 · App. 15/442,820 · Granted Dec 1, 2020

Acrylic polymers and their use in transdermal drug delivery

Inventors: Eric N. Silverberg (Summit, NJ); Young Taek Choi (Basking Ridge, NJ)
Assignee: HENKEL IP & HOLDING GMBH
A61K9/7061A61F13/02A61F13/0253A61K47/32C08F220/14C08F220/18C09J133/08A61K9/7023C08F220/1804C08F2800/20C09J2301/414C09J2433/00
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Quick Facts
Patent No.
US 10,849,859
App. No.
15/442,820
Granted
Dec 1, 2020
Kind
B2
Abstract

The present disclosure is directed to random, acrylic co-polymers that are useful in transdermal applications. Methods of making and using the described co-polymers are also described.

Claims (19)

1. A transdermal patch consisting of:

(A) a random co-polymer prepared by a process of combining

(i) a first monomer that is a butyl acrylate monomer, a 2-ethylhexyl acrylate monomer, an octyl acrylate monomer, or an iso-octyl acrylate monomer; and

(ii) at least 18 weight percent, based on the weight of the random co-polymer, of a second monomer that is a methyl methacrylate monomer, a butyl methacrylate, or an isobutyl methacrylate;

in the presence of a polymerization initiator and optionally, an organic solvent;

(B) a therapeutic agent; and

(C) optionally at least one ingredient selected from the group consisting of enhancer, plasticizer, tackifying agent, viscosity modifier, diluent, emollient, anti-irritant, opacifier, pigment, antioxidants, and preservative

wherein the therapeutic agent is dissolved or dispersed in the random co-polymer.

2. The transdermal patch of claim 1 , wherein the random co-polymer is prepared with 20 weight percent, 22.5 weight percent, or 30 weight percent of the second monomer.

3. The transdermal patch of claim 1 , wherein the random co-polymer is prepared with a weight ratio of the first monomer to the second monomer of about 82:18 to about 50:50.

4. The transdermal patch of claim 1 , wherein the polymerization initiator is 2,2′-azodi(2-methylbutyronitrile) (AMBN), dibenzoyl peroxide, lauryol peroxide, or 2,2′-azobisisobutyronitrile (AIBN).

5. The transdermal patch of claim 1 , wherein the organic solvent is ethyl acetate, acetone, hexane, cyclohexane, heptane, toluene, ethanol, or isopropyl alcohol, or a combination thereof.

6. The transdermal patch of claim 1 , wherein the antioxidant is butylated hydroxyanisole (BHA) or butylated hydroxytoluene (BHT).

7. The transdermal patch of claim 1 , wherein the random co-polymer has a Tg of between about −18° C. and −50° C.

8. The transdermal patch of claim 1 , having a shear value of greater than 10 at 8.8 psi.

9. The transdermal patch of claim 1 , wherein the random copolymer is present at a level greater than 60 weight percent of the random co-polymer.

10. The transdermal patch of claim 9 , wherein the random copolymer is present at a level greater than 80 weight percent.

11. The transdermal patch of claim 1 , wherein the plasticizer is present at a level less than 20 weight percent.

12. The transdermal patch of claim 1 , wherein the plasticizer is present at a level less than 10 weight percent.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2017
From: SILVERBERG, ERIC N.; CHOI, YOUNG TAEK
To: HENKEL CORPORATION
Reel/Frame 042177/0522 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2017
From: HENKEL CORPORATION
To: HENKEL US IP LLC
Reel/Frame 042178/0871 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2017
From: HENKEL US IP LLC
To: HENKEL IP & HOLDING GMBH
Reel/Frame 042180/0054 →
Continuity (3)
Continuation PCTUS2015046463 · Aug 24, 2015
Provisional Application 62041286 · Aug 25, 2014
Related Publication 20170165205A1 · Jun 15, 2017