Copolymerized Polyamide Resin, Method for Preparing the Same and Molded Article Comprising the Same

Abstract

A copolymerized polyamide resin includes a polymer of a monomer mixture comprising a dicarboxylic acid component comprising adipic acid and a dicarboxylic acid represented by Formula 1, wherein each R 1 is independently a C 1 to C 5 alkyl group and a is an integer from 0 to 4, and a diamine component comprising m-xylene diamine and a diamine represented by Formula 2, wherein A is a single bond or a C 1 to C 10 hydrocarbon group, R 2 and R 3 are each independently a C 1 to C 5 alkyl group, and b and c are each independently an integer from 0 to 4, wherein the copolymerized polyamide resin has a difference between a melting temperature (Tm) and a crystallization temperature (Tc) of about 50° C. or more. The copolymerized polyamide resin may have excellent heat resistance and reduced or no gel generation and yellowing phenomenon in a molding process.

What is claimed is: 
     
         1 . A copolymerized polyamide resin including a polymer of a monomer mixture comprising a dicarboxylic acid component comprising adipic acid and a dicarboxylic acid represented by Formula 1, and a diamine component comprising m-xylene diamine and a diamine represented by Formula 2,
 wherein the copolymerized polyamide resin has a difference between a melting temperature (Tm) and a crystallization temperature (Tc) of about 50° C. or more:   
       
         
           
           
               
               
           
         
         wherein, A is a single bond or a C 1  to C 10  hydrocarbon group, R 1 , R 2  and R 3  are the same or different and are each independently a C 1  to C 5  alkyl group, and a, b and c are the same or different and are each independently an integer from 0 to 4, and 
         wherein the copolymerized polyamide resin has a Yellowness Index difference (ΔYI) of about 20 or less calculated according to Equation 3 below:
   Yellowness Index difference(ΔYI)=YI 1 −YI 0    [Equation 3]
 
 
         wherein YI 0  is a Yellowness Index (YI) value of the copolymerized polyamide resin before a scorch test and YI 1  is a Yellowness Index value of the copolymerized polyamide resin after a scorch test, as measured according to ASTM E313-73, wherein the scorch test includes leaving about 1 to about 3 g of the copolymerized polyamide resin at about 200° C. for about 1 hour. 
       
     
     
         2 . The copolymerized polyamide resin according to  claim 1 , wherein the dicarboxylic acid component comprises adipic acid in an amount from about 88 to about 95 mol % and the dicarboxylic acid represented by Formula 1 in an amount from about 5 to about 12 mol %, each based on 100 mol % of the dicarboxylic acid component, and wherein the diamine component comprises m-xylene diamine in an amount from about 80 to about 95 mol % and the diamine represented the Formula 2 in an amount from about 5 to about 20 mol %, each based on 100 mol % of the diamine component. 
     
     
         3 . The copolymerized polyamide resin according to  claim 1 , wherein the copolymerized polyamide resin has a mole ratio of the dicarboxylic acid component and the diamine component (dicarboxylic acid component:diamine component) from about 1:about 0.95 to about 1:about 1.15. 
     
     
         4 . The copolymerized polyamide resin according to  claim 1 , wherein the copolymerized polyamide resin has a terminal group encapsulated with an end capping agent comprising an aliphatic carboxylic acid, an aromatic carboxylic acid, or a mixture thereof. 
     
     
         5 . The copolymerized polyamide resin according to  claim 1 , wherein the copolymerized polyamide resin has a melting temperature (Tm) from about 220 to about 250° C., a crystallization temperature (Tc) from about 170 to about 200° C., and a glass transition temperature (Tg) from about 90 to about 110° C. 
     
     
         6 . The copolymerized polyamide resin according to  claim 1 , wherein the copolymerized polyamide resin has an intrinsic viscosity (IV) difference (ΔIV) of about 0.14 or less according to Equation 1:
   Intrinsic viscosity difference(ΔIV)=IV 1 −IV 0    [Equation 1]
 
 wherein, IV 0  is an intrinsic viscosity of the copolymerized polyamide resin, as measured at about 25° C., and IV 1  is an intrinsic viscosity, as measured by melting about 10 g of the copolymerized polyamide resin at about 260° C. and leaving the melted copolymerized polyamide resin for about 30 minutes, followed by cooling the copolymerized polyamide resin to about 25° C. 
 
     
     
         7 . The copolymerized polyamide resin according to  claim 1 , wherein the copolymerized polyamide resin has a gel content of about 0.4% or less, as measured by melting about 10 g of the copolymerized polyamide resin at about 260° C. and leaving the melted copolymerized polyamide resin for about 30 minutes, followed by cooling the copolymerized polyamide resin to an ambient temperature. 
     
     
         8 . A method for preparing a copolymerized polyamide resin comprising:
 polymerizing a monomer mixture comprising a dicarboxylic acid component comprising adipic acid and a dicarboxylic acid represented by Formula 1, and a diamine component comprising m-xylene diamine and a diamine represented by Formula 2,   wherein the copolymerized polyamide resin has a difference between a melting temperature (Tm) and a crystallization temperature (Tc) of about 50° C. or more:   
       
         
           
           
               
               
           
         
         wherein, A is a single bond or a C 1  to C 10  hydrocarbon group, R 1 , R 2  and R 3  are the same or different and are each independently a C 1  to C 5  alkyl group, and a, b and c are the same or different and are each independently an integer from 0 to 4, and 
         wherein the copolymerized polyamide resin has a Yellowness Index difference (ΔYI) of about 20 or less calculated according to Equation 3 below:
   Yellowness Index difference(ΔYI)=YI 1 −YI 0    [Equation 3]
 
 
         wherein YI 0  is a Yellowness Index (YI) value of the copolymerized polyamide resin before a scorch test and YE is a Yellowness Index value of the copolymerized polyamide resin after a scorch test, as measured according to ASTM E313-73, wherein the scorch test includes leaving about 1 to about 3 g of the copolymerized polyamide resin at about 200° C. for about 1 hour. 
       
     
     
         9 . The method for preparing a copolymerized polyamide resin according to  claim 8 , comprising polymerizing the monomer mixture to obtain a prepolymer; and performing a solid state polymerization of the prepolymer. 
     
     
         10 . The method of preparing copolymerized polyamide resin according to  claim 8 , the prepolymer has an intrinsic viscosity from about 0.1 to about 0.4 dL/g. 
     
     
         11 . The method of preparing copolymerized polyamide resin according to  claim 8 , wherein the solid state polymerization comprises heating the prepolymer to a temperature of about 150 to about 220° C. 
     
     
         12 . A molded article formed from the copolymerized polyamide resin according to  claim 1 . 
     
     
         13 . The copolymerized polyamide resin according to  claim 1 , wherein the copolymerized polyamide resin has a Yellowness Index change (ΔYI) of from about 10 to about 20. 
     
     
         14 . The copolymerized polyamide resin according to  claim 13 , wherein the copolymerized polyamide resin has a Yellowness Index change (ΔYI) of from about 10 to about 18. 
     
     
         15 . The copolymerized polyamide resin according to  claim 13 , wherein the dicarboxylic acid component comprises adipic acid and 1,4-cyclohexane dicarboxylic acid and the diamine component comprises m-xylene diamine and bis(4-aminocyclohexyl)methane.