IP Library Granted Patent US 8,815,793
Granted Patent B2
US 8,815,793 · App. 11/068,298 · Granted Aug 26, 2014

Polymeric compositions and related methods of use

Inventors: Phillip B. Messersmith (Clarendon Hills, IL); Jeffrey Dalsin (Chicago, IL); Lijun Lin (Stafford, TX); Bruce P. Lee (Chicago, IL); Kul Huang (Chicago, IL)
Assignee: Northwestern University
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Quick Facts
Patent No.
US 8,815,793
App. No.
11/068,298
Granted
Aug 26, 2014
Kind
B2
Abstract

Adhesive polymeric compositions which can comprise dihydroxyphenyl moieties and derivatives thereof, and related methods of use.

Claims (25)

1. A dihydroxyphenyl (DHPD) adhesive compound of the formula

wherein n has a value of 1, 2, or 3;

and wherein P is:

(a) substantially a poly(alkyleneoxide) having the structure:

—(CHR 3 CHR 4 O) m -A 4 , wherein R 3 and R 4 are separately and independently H or CH 3 ; m has a value in the range of between 1 and about 250; and A 4 is —NH 2 , —COOH, —OH, —OCH 3 , —SH, —H, or a protecting group; or

(b)

wherein R 5 is H, or a C 1-6 lower alkyl.

2. A DHPD as in claim 1 wherein the poly(alkylene oxide) is a block copolymer of ethylene oxide and propylene oxide.

3. A coated medical device comprising

a device, and

a coating, the coating comprising the composition of claim 1 .

4. The coated medical device of claim 3 , wherein the device is selected from the group consisting of stents and pacemakers.

5. The coated medical device of claim 3 , wherein the coating is biodegradable.

6. A dihydroxyphenyl (DHPD) adhesive compound of the formula:

wherein A 1 is a protecting group; and

wherein A 2 is substantially a poly(alkylene oxide) having the structure:

(a) —NHCH 2 (CHR 3 CHR 4 O) m -A 4 , wherein R 3 and R 4 are separately and independently —H or —CH 3 ; m has a value in the range of between 1 and about 250; and A 4 is —NH 2 , —COOH, —OH, —OCH 3 , —SH, —H, a protecting group, or —CH 2 CH 2 CH 2 NH—Y, wherein Y is selected from the group consisting of —H, a protecting group, and

wherein R 5 is H, or a C 1-6 lower alkyl;

or

(b) —NHCH 2 CH 2 (OCHR 3 CHR 4 ) m -A 4 , wherein R 3 and R 4 are separately and independently —H or —CH 3 —; m has a value in the range of between 1 and about 250; and A 4 is —NH 2 , —COOH, —OH, —OCH 3 , —SH, —H, or a protecting group.

7. The adhesive compound of claim 1 , wherein P is substantially the poly(alkylene oxide) having the structure: —(CHR 3 CHR 4 ) m -A 4 , wherein R 3 and R 4 are separately and independently H or CH 3 ; m has a value in the range of between 1 and about 250; and A 4 is —NH 2 , —COOH, —OH, —OCH 3 , —SH, —H, or a protecting group.

8. The adhesive compound of claim 1 , wherein P is

wherein R 5 is H or a C 1-6 lower alkyl.

9. The adhesive compound of claim 6 , wherein A 2 is substantially the poly(alkylene oxide) having the structure —NHCH 2 CH 2 (OCHR 3 CHR 4 ) m -A 4 , wherein A 4 is —OCH 3 .

10. The adhesive compound of claim 6 , wherein A 2 is substantially the poly(alkylene oxide) having the structure —NHCH 2 (CHR 3 CHR 4 O) m -A 4 , wherein A 4 is —CH 2 CH 2 CH 2 NH—Y, and wherein Y is

Assignments (2)
CONFIRMATORY LICENSE Recorded May 11, 2023
From: NORTHWESTERN UNIVERSITY
To: NIH - DEITR
Reel/Frame 063617/0715 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2005
From: MESSERSMITH, PHILLIP B.; DALSIN, JEFFREY; LIN, LIJUN; LEE, BRUCE P.; HUANG, KUI
To: NORTHWESTERN UNIVERSTIY
Reel/Frame 016960/0911 →
Continuity (6)
Continuation In Part 10199960 · Jul 19, 2002
Provisional Application 60306750 · Jul 20, 2001
Provisional Application 60373919 · Apr 19, 2002
Provisional Application 60548314 · Feb 27, 2004
Provisional Application 60549259 · Mar 2, 2004
Related Publication 20050288398A1 · Dec 29, 2005