PH-sensitive polymer containing sulfonamide and its synthesis method

• US 6,103,865 A
• Filed: 12/22/1998
• Issued: 08/15/2000
• Est. Priority Date: 08/03/1998
• Status: Expired due to Term

• Current Assignee: Kwangju Institute Of Science And Technology
• Original Assignee: Kwangju Institute Of Science And Technology
• Inventors: Bae, You Han, Park, Sang Yeob
• Primary Examiner(s): Truong, Duc
• Application Number:
  US09/219,141
• Time in Patent Office: 602 Days
• Field of Search: 528/373, 528/377, 528/391, 525/212, 525/206, 525/218, 525/296, 525/328.5, 525/329.4
• US Class Current: 528/373
• CPC Class Codes: C08F 20/60 containing nitrogen in addition to the carbonamido nitrogen
• CPC Class Codes: C08G 75/30 Polysulfonamides; Polysulfonimides

Abstract

There are disclosed pH-sensitive polymers containing sulfonamide groups, which can be changed in physical properties, such as swellability and solubility, depending on pH and which can be applied for a drug-delivery system, bio-material, sensor, etc, and a preparation method therefor. The pH-sensitive polymers are prepared by introduction of sulfonamide groups, various in pKa, to hydrophilic groups of polymers either through coupling to the hydrophilic groups, such as acrylamide, N,N-dimethylacrylamide, acrylic acid, N-isopropylacrylamide, etc, of polymers or copolymerization with other polymerizable monomers. These pH-sensitive polymers may have a structure of linear polymer, grafted copolymer, hydrogel or interpenetrating network polymer.

Claims

1. A method for preparing sulfonamide group-containing pH-sensitive polymers, in which sulfonamide derivatives are converted into polymerizable sulfonamide monomers, and coupled directly to polymers or copolymerized with other monomers.

2. A method as set forth in claim 1, wherein the coupling is accomplished between sulfonamide monomer'"'"' amide groups and polymer'"'"'s functional groups selected from --COOH, --Cl, --Br, --COCl, and --NCO.

3. A method as set forth in claim 1, wherein said sulfonamide monomers are selected from the group consisting of sulfamethyzole, sulfathoxazole, sulfamethazine, sulfithomidine, sulfathetamide, sulfanylamide, sulfaphenazole, sulfamethoxazole, sulfadiazine, sulfamethoxydiazine, sulfamethoxypyridazine, sulfadoxine, sulfapyridine, and sulfabenzamide.

4. A method as set forth in claim 1, wherein said monomers polymerizable with said sulfonamide monomers are selected from the group consisting of acrylamide, N,N-dimethylacrylamide, acrylic acids, and N-isopropylacryl amide.

5. A method as set forth in claim 1, wherein said sulfonamide monomers are copolymerized with the other monomers at ratios of 2.5:

97.5, 5;

95, 10;

90, 20;

80, 30;

70, 40;

60, 50;

50, 60;

40, 70;

30, 80;

20 and 90;

10.