IP Library Granted Patent US 12674017
Granted Patent B2
US 12674017 · App. 17/775,155 · Granted Jul 7, 2026

Fibers, fiber multilayer structure, spinning solution for electrospinning, and method for producing fibers

Inventors: Daisuke Noda (Annaka, JP); Shinji Irifune (Annaka, JP); Masaki Tanaka (Tokyo, JP); Hiromasa Sato (Tokyo, JP); Motoaki Umezu (Tokyo, JP); Toshihisa Tanaka (Ueda City, JP); Keishiro Ono (Ueda City, JP); Kaisuke Nishibu (Ueda City, JP)
Assignees: SHIN-ETSU CHEMICAL CO., LTD.; DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.; SHINSHU UNIVERSITY
C08G18/778C08G18/61D01D5/0038D01F6/70D04H1/4358D04H1/728D10B2331/10
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Quick Facts
Patent No.
US 12674017
App. No.
17/775,155
Granted
Jul 7, 2026
Kind
B2
Abstract

The present invention provides nanometer-sized fibers that are produced by an electrospinning method with use of a spinning solution for electrospinning, said spinning solution being environmentally friendly and taking the effects of an organic solvent on the human body into consideration. The fibers are formed from a resin that contains a silicone-modified polyurethane resin which is a reaction product of (A) a polyol, (B) a water dispersant, (C) an active hydrogen group-containing organopolysiloxane represented by formula (1) R 1 R 2 R 3 SiO(SiR 2 R 3 O) n SiR 1 R 2 R 3   (1) (wherein R 1 represents a monovalent hydrocarbon group which may have an oxygen atom in the chain, while having from 1 to 10 carbon atoms and a hydroxyl group or a mercapto group, or a monovalent hydrocarbon group which has a primary amino group or a secondary amino group, while having from 1 to 10 carbon atoms; each of R 2 and R 3 represents a group that is selected from among an alkyl group having from 1 to 10 carbon atoms, an aralkyl group having from 7 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms and a vinyl group; and n represents an integer from 1 to 200), and (D) a polyisocyanate.

Claims (22)

1 . A fiber, formed from a resin comprising:

a silicone-modified polyurethane resin that is a further reaction product of a reaction product of the following components (A) to (D) with a crosslinking agent (E);

a polyol (A);

a water dispersant (B);

an active hydrogen group-containing organopolysiloxane (C) of the following formula (1); and

a polyisocyanate (D); and

a fiber-forming agent (G) of a water-soluble polymer,

R 1 R 2 R 3 SiO(SiR 2 R 3 O) n SiR 1 R 2 R 3   (1)

wherein R 1 is independently a C 1-10 monovalent hydrocarbon group having a hydroxyl group or a mercapto group, and optionally having an oxygen atom interposed in the chain, or C 1-10 monovalent hydrocarbon group having a primary amino group or a secondary amino group, R 2 and R 3 are each independently a group selected from a linear, branched or cyclic C 1-10 alkyl group or C 7-10 aralkyl group in which a part of hydrogen atoms may be substituted with a fluorine atom, a C 6-12 aryl group optionally having a substituent, and a vinyl group, and n is an integer of 1 to 200,

wherein the component (E) is an oxazoline-based crosslinking agent.

2 . The fiber according to claim 1 , wherein an average fiber diameter of the fiber is less than 2,000 nm.

3 . The fiber according to claim 1 , wherein the component (B) is a compound having at least one active hydrogen group and at least one hydrophilic group in a molecule.

4 . The fiber according to claim 3 , wherein the hydrophilic group of the compound of the component (B) is a carboxy group, sulfonic acid group, or phosphoric acid group.

5 . The fiber according to claim 3 , wherein the active hydrogen group of a compound of the component (B) is a hydroxyl group, amino group, or sulfanyl (thiol) group.

6 . The fiber according to claim 1 , wherein the component (B) is a compound having at least one hydroxyl group and at least one carboxy group.

7 . The fiber according to claim 1 , wherein in the formula (1), R 1 is 2-hydroxyetha-1-yl group, 3-hydroxypropa-1-yl group, 3-(2-hydroxyethoxy) propa-1-yl group, or 3-aminopropa-1-yl group, and R 2 and R 3 are each methyl group, phenyl group, 3,3,3-trifluoropropyl group, or vinyl group.

8 . A fiber multilayer structure comprising the fiber according to claim 1 .

9 . The fiber multilayer structure according to claim 8 , the fiber being a nonwoven fabric.

10 . The fiber according to claim 1 , wherein the component (G) is polyethylene oxide, polyvinyl alcohol, sodium polyacrylate, or polyvinylpyrrolidone.

11 . The fiber according to claim 1 , wherein the compounding amount of the component (B) is an amount such that the acid value is 5 to 40 mgKOH/g in the mass of the silicone-modified polyurethane resin.

12 . The fiber according to claim 1 , wherein the further reaction product of a reaction product of components (A) to (D) with a crosslinking agent (E) is a heat reaction product of the reaction product of components (A) to (D) with component (E).

13 . The fiber according to claim 1 , wherein component (D) is any one of aromatic diisocyanates, aliphatic diisocyanates, cycloaliphatic diisocyanates and a polyurethane prepolymer obtained by reacting these diisocyanate compounds with a low molecular weight polyol or polyamine so that the terminal becomes an isocyanate.