Absorbent dressing comprising hydrophilic polymer prepared via Michael reaction

• US 8,609,131 B2
• Filed: 01/25/2005
• Issued: 12/17/2013
• Est. Priority Date: 01/25/2005
• Status: Expired due to Fees

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Plaut, David J., Fansler, Duane D., Lewandowski, Kevin M., Gaddam, Babu N.
• Primary Examiner(s): Orwig, Kevin S
• Application Number:
  US11/042,229
• Publication Number:
  US 20060165762A1
• Time in Patent Office: 3,248 Days
• Field of Search: None
• US Class Current: 424/445
• CPC Class Codes: A61F 13/0203 with fluid retention members
• CPC Class Codes: A61L 15/60 Liquid-swellable gel-forming materials, e.g. super-absorbents
• CPC Class Codes: Y10T 442/2566 Organic solvent resistant [e.g., dry cleaning fluid, etc.]

Abstract

An absorbent dressing is described which comprises a crosslinked hydrophilic gel absorbent layer comprising a first component polymer comprising a plurality of polymerized monomer units having pendent hydrophilic groups, and pendent Michael donor groups; and a crosslinking agent comprising at least two Michael acceptor groups.

Claims

1. An absorbent dressing comprising a hydrophilic gel absorbent layer comprising the reaction product of:

a) a first component acrylate polymer comprising a plurality of polymerized monomer units having pendent hydrophilic poly(alkylene oxide) groups, and a plurality of polymerized monomer units having pendent Michael donor groups;

b) a crosslinking agent comprising at least two Michael acceptor groups, and

c) a monoacryl Michael acceptor component that is not a methacryl compound,

wherein the ratio of Michael donor equivalents to total Michael acceptor group equivalents (of the crosslinking agent plus monoacryl compounds) is 1.2;

1 to 1;

1.2.

2. The absorbent dressing of claim 1 comprising:

a permeable facing layer,

a backing layer bonded to said facing layer at the periphery, and

a hydrophilic gel absorbent layer disposed between the backing and facing layer.

3. The absorbent dressing of claim 2 having a layer of pressure sensitive adhesive on at least a portion of the front surface of the facing layer.

4. The absorbent dressing of claim 1 wherein the gel layer further comprises a pharmacologically active agent.

5. The absorbent dressing of claim 1 wherein the gel layer further comprises a hydrocolloid.

6. The absorbent dressing of claim 1 wherein the gel layer further comprises a patterned surface.

7. The absorbent dressing of claim 1, wherein said absorbent layer is transparent on swelling.

8. The absorbent dressing of claim 1 wherein said crosslinking agent comprises a polyacryl compound.

9. The absorbent dressing of claim 1 wherein said crosslinking agent comprises a hydrophilic poly(alkylene oxide) crosslinking agent having acryl terminal groups.

10. The absorbent dressing of claim 1 wherein said crosslinking agent is of the formula

CH₂═

CH—

C(O)-Q- CH(R¹)—

CH₂—

O—

(CH(R¹)—

CH₂—

O)_m—

CH(R¹)—

CH₂-Q-C(O)—

CH═

CH₂,

wherein R¹ is a H or a C₁ to C₄ alkyl group, and m is from 1 to 500, and Q is a divalent linking group selected from alkylene, —

O—

, —

NR¹—

, —

S— and

combinations thereof.

11. The absorbent dressing of claim 1, wherein said crosslinking agent is a poly(ethylene oxide) (co)polymer having terminal acryl groups.

12. The absorbent dressing of claim 1 wherein said first component polymer comprises:

a) from 25 to 75 parts by weight of polymerized monomer units having pendent, hydrophilic groups,

b) from 25 to 75 parts by weight of polymerized monomer units derived from of an ethylenically-unsaturated monomer having a pendent Michael donor groups;

c) from 0 to 25 parts by weight of polymerized monomer units derived from acrylic acid esters of non-tertiary alkyl alcohols containing 1-14 carbon atoms.

13. The absorbent dressing of claim 1 which comprises:

a) from 80 to 99.9 parts by weight of said first component polymer, and

b) from 0.1 to 50 parts by weight of said crosslinking agent, wherein the composition, can absorb at least 50 wt. % water.

14. The composition of claim 1, wherein said monomer units having Michael donor groups are of the formula:

W¹—

CHR⁴—

C(O)-Q-Z  

 

(II) or

W¹—

NH—

C(O)-Q-Z  

 

(III)

wherein

R⁴ represents hydrogen, an alkyl group or an aryl group;

W¹ is selected from a cyano group, a nitro group, an alkyl carbonyl group, an alkoxy carbonyl group, an aryl carbonyl group, an aryloxy carbonyl group, an amido group, and a sulphonyl group,

Z is a polymerizable ethylenically unsaturated moiety, and

Q is a divalent linking group selected from alkylene, —

O—

, —

NR¹—

, —

S—

, and combinations thereof.

15. The absorbent dressing of claim 1 wherein said monomer units having pendent hydrophilic poly(alkylene oxide) groups are of the formula:

Z-Q-(CH(R¹)—

CH₂—

O)_n—

R², 

 

(I)

wherein Z is a polymerizable ethylenically unsaturated moiety, R^l is a H or a C₁ to C₄ alkyl group, R² is a H, a C₁ to C₄ alkyl group, aryl group, or combinations thereof and n is from 2 to 100, and Q is a divalent linking group.