Self-crosslinkable polysiloxane-modified polyhydroxy polyurethane resin, process for producing said resin, resin material comprising said resin, and artificial leather produced utilizing said resin

Patent metadata

Field	Value
Publication number	US-9359719-B2
Application number	US-201214009464-A
Country	US
Kind code	B2
Filing date	Apr 2, 2012
Priority date	Apr 4, 2011
Publication date	Jun 7, 2016
Grant date	Jun 7, 2016

Abstract

A problem is to provide, in the field of polyhydroxy polyurethane resins the development of applications of which has not moved ahead by conventional technologies, a self-crosslinking polyhydroxy polyurethane resin, which enables to provide products, such as imitation leathers, excellent in abrasion resistance, chemical resistance, heat resistance and the like, and moreover, which is useful from the viewpoint of a reduction in greenhouse gas, contains carbon dioxide incorporated and fixed therein, and is responsive to environmental conservation. Provided are a self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin having masked isocyanate groups in a structure of a polysiloxane-modified, polyhydroxy polyurethane resin derived from a reaction of a 5-membered cyclic carbonate compound and an amine-modified polysiloxane compound and having polysiloxane segments therein; a production process of the self-crosslinking resin; a resin material containing the self-crosslinking resin; and an imitation leather composed of a base fabric and a resin composition composed of the self-crosslinking resin as its principal component and impregnated in or laminated on the base fabric.

First claim

The invention claimed is:

1. A self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin,
wherein the self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin comprises a polysiloxane-modified, polyhydroxy polyurethane resin and has masked isocyanate groups in a structure of the polysiloxane-modified, polyhydroxy polyurethane resin,
the polysiloxane-modified, polyhydroxy polyurethane resin is derived from a reaction of a 5-membered cyclic carbonate compound and an amine-modified polysiloxane compound and has polysiloxane segments therein.

2. The self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin according to claim 1 ,
wherein the 5-membered cyclic carbonate compound is a reaction product of an epoxy compound and carbon dioxide, and contains, in a structure thereof, the carbon dioxide in a range from 1 to 25 mass %.

3. The self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin according to claim 1 ,
wherein a content of the polysiloxane segments in a molecule of the polysiloxane-modified, polyhydroxy polyurethane resin is in a range from 1 to 75 mass %.

4. The self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin according to claim 1 ,
wherein the masked isocyanate groups are reaction products of organic polyisocyanate groups and a masking agent,
the masked isocyanate groups are demasked and form isocyanate groups when subjected to a heat treatment, and
the resulting isocyanate groups are reactable with hydroxyl groups in a structure of the self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin so as to induce self-crosslinking.

5. A process for producing the self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin according to claim 1 , comprising:
in the presence of a modifier having at least one free isocyanate group and at least one masked isocyanate group, reacting the at least one free isocyanate group of the modifier with hydroxyl groups in the polysiloxane-modified, polyhydroxy polyurethane resin, so as to obtain the polysiloxane-modified, polyhydroxy polyurethane resin having masked isocyanate groups in the structure thereof,
wherein the polysiloxane-modified, polyhydroxy polyurethane resin has been derived from the reaction of the 5-membered cyclic carbonate compound and the amine-modified polysiloxane compound and has the polysiloxane segments therein.

6. The process according to claim 5 ,
wherein the 5-membered cyclic carbonate compound is a reaction product of an epoxy compound and carbon dioxide, and
the carbon dioxide is contained in the 5-membered cyclic carbonate compound in a range from 1 to 25 mass % in the polysiloxane-modified, polyhydroxy polyurethane resin derived from the reaction of the 5-membered cyclic carbonate compound and the amine-modified polysiloxane compound.

7. The process according to claim 5 , wherein the modifier is a reaction product of an organic polyisocyanate compound and a masking agent.

8. A resin material comprising the self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin according to claim 1 and another binder resin blended therewith.

9. An imitation leather comprising:
a base fabric; and
a resin composition impregnated in or laminated on the base fabric,
wherein the resin composition comprises, as a principal component, a self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin,
said self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin comprises a polysiloxane-modified, polyhydroxy polyurethane resin and has masked isocyanate groups in a structure of the polysiloxane-modified, polyhydroxy polyurethane resin,
the polysiloxane-modified, polyhydroxy polyurethane resin is derived from a reaction of a 5-membered cyclic carbonate compound and an amine-modified polysiloxane compound and has polysiloxane segments therein.

10. The imitation leather according to claim 9 ,
wherein the 5-membered cyclic carbonate compound is a reaction product of an epoxy compound and carbon dioxide, and
the carbon dioxide is contained in a range from 1 to 25 mass % in a structure of the self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin.

11. The imitation leather according to claim 9 ,
wherein a content of the polysiloxane segments in a molecule of the self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin is in a range from 1 to 75 mass %.

12. The imitation leather according to claim 9 ,
wherein the masked isocyanate groups are reaction products of organic polyisocyanate groups and a masking agent,
the masked isocyanate groups are demasked and form isocyanate groups when subjected to a heat treatment, and
the resulting isocyanate groups are reactable with hydroxyl groups in a structure of the self-crosslinking, polysiloxane-modified, polyhydroxy polyurethane resin so as to induce self-crosslinking.

13. The imitation leather according to claim 9 , wherein the resin composition further comprises another resin.

Assignees

• Hanada Kazuyuki
• Kimura Kazuya
• Takahashi Kenichi
• Uruno Manabu
• Dainichiseika Color Chem
• Ukima Colour & Chem Mfg

Inventors

• Hanada Kazuyuki
• Kimura Kazuya
• Takahashi Kenichi
• Uruno Manabu

Classifications

• C08G59/1438

  containing oxygen · CPC title

• Y10T442/20

  Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer · CPC title

• D06N2209/143

  Inert, i.e. inert to chemical degradation, corrosion resistant · CPC title

• D06N2209/06

  having thermal properties · CPC title

• C08G18/8077

  Oximes · CPC title