Sulfobetaine group-comprising reactive compound, polymer thereof, and method of producing the polymer

• US 11,434,322 B2
• Filed: 03/21/2018
• Issued: 09/06/2022
• Est. Priority Date: 03/24/2017
• Status: Active Grant

• Current Assignee: Nagase ChemteX Corporation (Nagase & Company Limited)
• Original Assignee: Nagase ChemteX Corporation (Nagase & Company Limited)
• Inventors: Nakamura, Daisuke, Inoue, Tatsuya
• Primary Examiner(s): Peng, Kuo Liang
• Application Number:
  US16/493,426
• Publication Number:
  US 20200131300A1
• Time in Patent Office: 1,630 Days
• CPC Class Codes: A61L 31/06 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds A61L31/041 takes precedence
• CPC Class Codes: C07C 309/14 containing amino groups bound to the carbon skeleton
• CPC Class Codes: C08G 18/0828 containing sulfonate groups or groups forming them
• CPC Class Codes: C08G 18/10 Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• CPC Class Codes: C08G 18/3857 having nitrogen in addition to sulfur
• CPC Class Codes: C08G 18/44 Polycarbonates
• CPC Class Codes: C08G 18/6529 Compounds of group C08G18/3225 or polyamines of C08G18/38
• CPC Class Codes: C08G 18/7671 containing only one alkylene bisphenyl group
• CPC Class Codes: C08J 2375/04 Polyurethanes
• CPC Class Codes: C08J 5/18 Manufacture of films or sheets

Abstract

A polymer comprising at least 1% by mole of a structural unit represented by Formula (2);

in Formula (2), two R¹s are the same or different from each other and are each a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; X is a single bond, an oxygen atom, or a group represented by —COO—, —OOC—, —CONH—, —NH—, —NHCO—, —NR³—, or —CH₂O—; Y is a single bond or an oligooxyalkylene group; two R²s are the same or different from each other and are each an alkyl group having 1 to 6 carbon atoms; R³ is an alkyl group having 1 to 6 carbon atoms; m is an integer of 1 to 10; and n is an integer of 2 to 10; and having a number average molecular weight of 5,000 or more has various characteristics suitable for use in contact with a living organism and can be easily produced.

Claims

1. A compound represented by Formula (1):

2. The compound according to claim 1, wherein each substituent A is a substituent comprising an amino group.

3. The compound according to claim 1, wherein n is an integer of 3 to 5.

4. A polymer comprising at least 1% by mole of a structural unit represented by Formula (2):

5. The polymer according to claim 4, wherein the polymer has a bond selected from the group consisting of an amide bond, a urethane bond, a urea bond, and an imide bond in a main chain skeleton thereof.

6. The polymer according to claim 4, comprising at least 1% by mole of the structural unit represented by Formula (2) and a structural unit comprising an isocyanate group-terminated urethane prepolymer prepared by reacting a diisocyanate compound and a diol compound, and having a number average molecular weight of 5,000 or more.

7. The polymer according to claim 6, wherein the polymer has a urethane bond and a urea bond in a main chain skeleton thereof.

8. The polymer according to claim 4, wherein n is an integer of 3 to 5.

9. A film, sheet, fiber, or membrane comprising the polymer according to claim 4.

10. A medical product comprising the polymer according to claim 4.

11. A method for producing the polymer according to claim 4, the method comprising:

a step of subjecting a compound represented by Formula (1);

12. The production method according to claim 11, wherein the produced polymer has a bond selected from the group consisting of an amide bond, a urethane bond, a urea bond, and an imide bond in a main chain skeleton thereof.

13. The production method according to claim 11, wherein the substituent A in Formula (1) comprises an amino group or a hydroxy group, and the functional group-terminated prepolymer capable of reacting with the compound represented by Formula (1) is an isocyanate group-terminated urethane prepolymer prepared by reacting a diisocyanate compound and a diol compound.