Synthesis of hybrid block copolymers and uses thereof

• US 7,601,796 B2
• Filed: 01/04/2006
• Issued: 10/13/2009
• Est. Priority Date: 01/04/2005
• Status: Active Grant

• Current Assignee: Intezyne Technologies
• Original Assignee: Intezyne Technologies
• Inventors: Breitenkamp, Kurt, Sill, Kevin
• Primary Examiner(s): Wu; David
• Assistant Examiner(s): Listvoyb; Gregory
• Application Number:
  US11/325,020
• Publication Number:
  US 20060172914A1
• Time in Patent Office: 1,378 Days
• Field of Search: 526/91, 556/1, 556/45, 556/136, 556/137, 556/138, 530/333, 528/310
• US Class Current: 528/310
• CPC Class Codes: C08F 283/06 on to polyethers, polyoxymethylenes or polyacetals C08F283/004 takes precedence
• CPC Class Codes: C08F 293/00 Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule on to polymers modified by introduction of unsaturated end groups C08F290/02
• CPC Class Codes: C08F 293/005 using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
• CPC Class Codes: C08F 297/00 Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
• CPC Class Codes: C08G 73/0233 Polyamines derived from (poly)oxazolines, (poly)oxazines or having pendant acyl groups
• CPC Class Codes: C08G 73/028 Polyamidoamines
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 51/08 grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: C08L 53/00 Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers

Abstract

The present invention relates to the field of polymer chemistry and more particularly to multiblock copolymers and methods of preparing the same.

Claims

1. A compound of formula III:

2. The compound according to claim 1, wherein R¹ is:

3. The compound according to claim 2, wherein R^2a is selected from the group consisting of:

4. The compound according to claim 1, wherein:

n is about 100 to about 250;

m is 1-20;

m′

is 10-50; and

R^2a is —

NHC(O)CH₃.

5. The compound according to claim 4, wherein one of R^x and R^y is a hydrophilic amino acid side-chain or crosslinkable group and the other of R^x and R^y is a hydrophobic or ionic amino acid side-chain group.

6. The compound according to claim 5, wherein said hydrophilic amino acid side-chain group is an aspartic acid side chain, glutamic acid side-chain, lysine side-chain, arginine side-chain, or protected form or mixture thereof, and said hydrophobic amino acid side-chain group is a phenylalanine side-chain, alanine side-chain, or leucine side-chain, and optionally one or more of tyrosine side-chain, serine side-chain, or threonine side-chain.

7. The compound according to claim 2, wherein:

n is about 100 to about 250;

m is 1-20;

m′

is 10-50; and

R^2a is —

NHC(O)CH₃.

8. The compound according to claim 1, wherein R^x is a hydrophilic amino acid side-chain or crosslinkable group and R^y is a hydrophobic or ionic amino acid side-chain group.

9. The compound according to claim 8, wherein R^x is an aspartic acid side chain or a glutamic acid side-chain.

10. The compound according to claim 9, wherein R^y is a phenylalanine side-chain, alanine side-chain, benzyl or alkyl glutamate side chain, a benzyl or alkyl aspartate side chain, or leucine side-chain, and optionally one or more of tyrosine side-chain, serine side-chain, threonine side-chain, glutamic acid, or aspartic acid such that the overall poly(amino acid) block comprising R^y is hydrophobic.