Soilresisting agent copolymer of fluorinated, unsaturated urethane and unsaturated monomer

• US 5,100,954 A
• Filed: 08/15/1990
• Issued: 03/31/1992
• Est. Priority Date: 08/17/1989
• Status: Expired due to Fees

• Current Assignee: Asahi Glass Company, Limited (AGC, Inc.)
• Original Assignee: Asahi Glass Company, Limited (AGC, Inc.)
• Inventors: En-na, Gen-ichirou, Otoshi, Sachio, Itoh, Katsuji
• Primary Examiner(s): Welsh, Maurice J.
• Assistant Examiner(s): GORR, RACHEL F
• Application Number:
  US07/567,646
• Time in Patent Office: 594 Days
• Field of Search: 524/457, 524/805, 525/455, 526/248
• US Class Current: 524/805
• CPC Class Codes: C08G 18/2885 containing halogen atoms
• CPC Class Codes: D06M 15/27 of alkylpolyalkylene glycol esters of unsaturated carboxylic acids
• CPC Class Codes: D06M 15/277 containing fluorine
• CPC Class Codes: D06M 15/576 containing fluorine

Abstract

A soilresisting agent containing, as an effective component, a copolymer of (I) a fluorine-containing urethane compound containing a (meth)acryloyl group or an allyl group, and a polyfluoroalkyl group, obtained by reacting (a) a polyfunctional isocyanate having at least trifunctionality, (b) a hydroxy compound containing a (meth)acryloyl group or an allyl group, and (c) a hydroxy compound having a polyfluoroalkyl group, and (II) a copolymerizable compound other than said fluorine-containing urethane compound.

Claims

1. A soilresisting agent containing, as an effective component, a copolymer of (I) a fluorine-containing urethane compound containing a (meth)acryloyl group or an allyl group, and a polyfluoroalkyl group, obtained by reacting (a) a polyfunctional isocyanate having at least trifunctionality, (b) a hydroxy compound containing a (meth)acryloyl group or an allyl group, and (c) a hydroxy compound having a polyfluoroalkyl group, and (II) a copolymerizable compound other than said fluorine-containing urethane compound.

2. The soilresisting agent according to claim 1, wherein the fluorine-containing urethane compound is obtained by reacting the hydroxy compound containing a polyfluoroalkyl group and a polyfunctional isocyanate compound, followed by reacting the hydroxy compound containing a (meth)acryloyl group or an allyl group.

3. The soilresisting agent according to claim 1, wherein the copolymerizable compound other than the fluorine-containing urethane compound contains a (meth)acryloyl group or an allyl group.

4. The soilresisting agent according to claim 1, wherein the reaction molar ratio of the polyfunctional isocyanate compound, the hydroxy compound containing a (meth)acryloyl group or an allyl group and the hydroxy compound containing a polyfluoroalkyl group, is such that the molar ratio of the hydroxy compound containing a (meth)acryloyl group or an allyl group and the hydroxy compound containing a polyfluoroalkyl group to 3 mol of the isocyanate group, is from 1:

2 to 2.8;

0.2.

5. The soilresisting agent according to claim 1, wherein the fluorine content in the copolymer is from 2 to 50% by weight.

6. An aqueous dispersion-type soilresisting agent obtained by dissolving a fluorine-containing urethane compound containing a (meth)acryloyl group or an allyl group, and a polyfluoroalkyl group, and a copolymerizable compound other than this fluorine-containing urethane compound, in a water-insoluble organic solvent, then emulsifying and dispersing the solution in water, followed by polymerization and then distilling the solvent off.

7. The aqueous dispersion-type soilresisting agent according to claim 6, wherein the fluorine-containing urethane compound is obtained by reacting a polyfunctional isocyanate having at least trifunctionality, a hydroxy compound containing a (meth)acryloyl group or an allyl group, and a hydroxy compound having a polyfluoroalkyl group.

8. The aqueous dispersion-type soilresisting agent according to claim 6, wherein the copolymerizable compound other than the fluorine-containing urethane compound contains a (meth)acryloyl group or an allyl group.

9. The aqueous dispersion-type soilresisting agent according to claim 6, wherein the reaction molar ratio of the polyfunctional isocyanate compound, the hydroxy compound containing a (meth)acryloyl group or an allyl group and the hydroxy compound containing a polyfluoroalkyl group, is such that the molar ratio of the hydroxy compound containing a (meth)acryloyl group or an allyl group and the hydroxy compound containing a polyfluoroalkyl group to 3 mol of the isocyanate group is from 1:

2 to 2.8;

0.2.

10. The aqueous dispersion-type soilresisting agent according to claim 6, wherein the fluorine content in the copolymer is from 2 to 50% by weight.