Polyester diol and derived polyurethane and acrylic copolymer

Abstract

The present invention Nos. 1-3 provide a spandex filament which is excellent in view of a recovering ability of elasticity, high tensile strength, and hydrolysis resistance, and a polyurethane which can provide thereof and, further, a polyester polyester diol obtained from a specified diol. Further, the present invention No. 4 provides a polyester polyol containing a polyol having an ultraviolet ray-absorbable group, a lactone-modified polyol therefrom, and a polyester polyol containing other polyol components and adipic acid as constructing component units, and provides a polyurethane having washing resistance obtained therefrom and, further provides a spandex filament comprising the polyurethane. The present invention No. 5 provides a dialkyl amino group-contained additive having a high solubility to a DMAc solvent which protects a spandex polymer from deterioration or discoloration, and which is employed for a spandex polymer having an improved permanent extension property, and a polyurethane composition and a spandex composition having an improved permanent extension property. Still further, the present invention No. 6 provides a polyurethane having a soft feeling, an excellent hydrolysis resistance, a wrinkle resistance, and an adhesive property, and which is particularly excellent as an artificial leather.

1 . A polyester diol containing at least one diol selected from the group consisting of 2-n-butyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol and 2,4-diethyl-1,5-pentanediol, ε-caprolactone, and adipic acid as constructing components.  
     
     
         2 . A polyester diol as claimed in  claim 1 , wherein a number average molecular weight ranges in 500-5,000.  
     
     
         3 . A polyester diol as claimed in  claim 1  or  2 , wherein (the content of a polyester constructing unit)/(the content of constructing unit of ε-caprolactone) is 5/95-80/20 (weight ratio), and said polyester is composed of at least one diol selected from the group consisting of 2-n-butyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol and 2,4-diethyl-1,5-pentanediol, and adipic acid.  
     
     
         4 . A polyurethane obtained from a polyester diol as claimed in any one of claims  1 - 3  and an organic diisocyanate.  
     
     
         5 . A spandex filament which comprises the polyurethane as claimed in  claim 4 .  
     
     
         6 . A polyester diol containing a branched aliphatic diol, ε-caprolactone, and an aliphatic dicarboxylic acid having a carbon number of 10-12 as constructing components.  
     
     
         7 . A polyester diol as claimed in  claim 6 , wherein a number average molecular weight ranges in 500-5,000.  
     
     
         8 . A polyester diol as claimed in  claim 6  or  7 , wherein (the content of a polyester constructing unit composed of a branched diol and an aliphatic dicarboxylic acid having a carbon number of 10-12)/(the content of constructing unit of ε-caprolactone) is 5/95-80/20 (weight ratio).  
     
     
         9 . A polyurethane obtained from a polyester diol as claimed in any one of claims  6 - 8  and an organic diisocyanate.  
     
     
         10 . A spandex filament which comprises the polyurethane as claimed in  claim 9 .  
     
     
         11 . A polyurethane obtained by allowing to react a polyester diol containing 2,4-diethyl-1,5-pentanediol as a constructing component with an organic diisocyanate.  
     
     
         12 . A polyurethane as claimed in  claim 11 , wherein a number average molecular weight in said polyester diol ranges in 500-5,000.  
     
     
         13 . A spandex filament which comprises the polyurethane as claimed in  claim 11  or  12 .  
     
     
         14 . A polyurethane obtained from a polyether polyol (X) containing a polyol component (A) composed of a polyol (A1) having an ultraviolet ray-absorbable group or a lactone-modified polyol (A2) therefrom and other polyol components (A3), adipic acid (B), and an organic diisocyanate (Y).  
     
     
         15 . A polyurethane as claimed in  claim 14 , wherein the polyol (A1) having an ultraviolet ray-absorbable group is a compound represented by formula (1).  
       
         
           
           
               
               
           
         
       
     
     
         16 . A polyurethane as claimed in  claim 14  or  15 , wherein said lactone is ε-caprolactone.  
     
     
         17 . A polyurethane as claimed in any one of claims  14 - 16 , wherein a number average molecular weight of said polyester polyol ranges in 500-5,000.  
     
     
         18 . A polyurethane as claimed in any one of claims  14 - 17 , wherein said (constructing unit content of the polyester composed of the polyol compound (A) and adipic acid)/(the content of constructing unit of a lactone) is 5/95-80/20 (weight ratio).  
     
     
         19 . A polyurethane as claimed in any one of claims  14 - 18 , wherein a molar ratio of constructing unit content in said polyol {(A1)+(A2)}/{(A1)+(A2)+(A3)} is 0.01-10.  
     
     
         20 . A spandex filament which comprises a polyurethane as claimed in any one of claims  14 - 19 .  
     
     
         21 . A dialkylamino group-contained acrylic-based copolymer formed by an essential copolymer component which includes a dialkylaminoethyl(meth)acrylate represented by a general formula (1) described below and a reactive monomer represented by a general formula (2) described below.  
       CH 2 ═CRCOOCH 2 CH 2 NR 0 R 0   (1)  
       (in the formula, R is a hydrogen or a methyl group, R 0  is an alkyl group having a carbon number of 1-4)  
       CH 2 ═CRCOOCH 2 CH 2 O[—C(═O) (CR 1 R 2 )  2x —O—] n —H  (2)  
       (in the formula, R is a hydrogen or a methyl group, x pieces of R 1  and R 2  are independently a hydrogen or an alkyl group having a carbon number of 1-12, respectively, and n pieces of ring-opened lactone chains may be identical or different from each other. “x” is an integer of 4-7, and an average value of “n” is 1-5)  
     
     
         22 . A polyurethane composition characterized by containing a dialkylamino group-contained acrylic-based copolymer as claimed in  claim 21 .  
     
     
         23 . A spandex composition as claimed in  claim 22 , wherein the content of said dialkylamino group-contained acrylic-based copolymer is 0.5-10% by weight.  
     
     
         24 . A spandex composition containing a dialkylamino group-contained acrylic-based copolymer as claimed in  claim 21 .  
     
     
         25 . A spandex composition as claimed in  claim 24 , wherein the content of said dialkylamino group-contained copolymer is 0.5-10% by weight.  
     
     
         26 . A polyester diol containing at least an aliphatic dicarboxylic acid having a carbon number of 9-12, an aliphatic diol, and ε-caprolactone as constructing component units.  
     
     
         27 . A polyester diol as claimed in  claim 26 , wherein a number average molecular weight in said polyester polyol ranges in 500-5,000.  
     
     
         28 . A polyester diol as claimed in  claim 26  or  27 , wherein said (constructing unit content of the polyester composed of an aliphatic diol and an aliphatic dicarboxylic acid having a carbon number of 9-12)/(the content of constructing unit of ε-caprolactone) is 5/95-80/20 (weight ratio).  
     
     
         29 . A polyurethane obtained from a polyester diol as claimed in claims  26 - 28  and an organic diisocyanate.  
     
     
         30 . A polyurethane as claimed in  claim 29  which is a polyurethane for an artificial leather.