Cross-linker

Abstract

Disclosed are novel cross-linkable end-cappers for oligo- and polyamides. End-capped oligo- and polyamides comprising such an end-capper may be cured at a lower temperature compared to oligo- and polyamides end-capped with PEPA.

1 - 32 . (canceled) 
     
     
         33 . A compound according to formula (I) or (II) 
       
         
           
           
               
               
           
         
       
       wherein
 R1 and R2 are independently selected from the group consisting of OH, halogen, OC1-C8 alkyl, OC(O)C1-8 alkyl, and OC0-1 alkylenephenyl; 
 “Ak” is a methyl, ethyl, propyl, iso-propyl, n-butyl, tert-butyl, n-pentyl, neopentyl, or C0-1 alkylene cyclohexyl; and 
 “X” is “O” (oxygen). 
 
     
     
         34 . The compound according to  claim 33 , wherein “Ak” is ethyl, propyl, iso-propyl, n-butyl, tert-butyl, n-pentyl, or neopentyl or C0-1 alkylene cyclohexyl. 
     
     
         35 . The compound according to  claim 34 , wherein the alkyn residue, i.e. Ak-≡-, is connected to the 4- or 5-position of the benzene residue of said compound according to formula (I) or (II). 
     
     
         36 . The compound according to  claim 33 , wherein “Ak” is methyl. 
     
     
         37 . The compound according to  claim 33 , wherein said compound is a compound according formula (II). 
     
     
         38 . An oligo- or polyamide comprising at least one residue of a compound according formula (III) or (IV), 
       
         
           
           
               
               
           
         
       
       wherein the waved line indicates the point of attachment to the rest of the oligo- or polyamide;
 “Ak” is methyl, ethyl, propyl, iso-propyl, n-butyl, tert-butyl, n-pentyl, neopentyl, or a C0-1 alkylene cyclohexyl; 
 “A” is NH; and 
 
       
         
           
           
               
               
           
         
         R 3  is OH, OC1-C8 alkyl, OC0-1 alkylenephenyl, or wherein the waved line indicates the point of attachment to the rest of the oligo- or polyamide. 
       
     
     
         39 . The oligo- or polyamide according to  claim 38 , wherein said oligo- or polyamide comprises at least 10 residues of a monomer selected from the group consisting of hexamethylene diamine, pentamethylene diamine, 2,2,4-trimethyl-hexamethylene diamine, 2,4,4-trimethyl-hexamethylene diamine, 1,4-diaminobutane, 1,2-diaminobenzene, 1,3-diaminobenzene, and 1,4-diaminobenzene and at least 10 residues of a monomer selected from the group consisting of oxalic acid, maloic acid, adipic acid, sebacic acid, isophthalic acid, terephthalic acid and 2,5-furandicarboxylic acid; or
 wherein said oligo- or polyamide comprises at least 10 residues of a monomer selected from the group consisting of caprolactame, 11-aminoundecanoic acid, 12-aminodecanoic acid, and aminocaproic acid.   
     
     
         40 . The oligo- or polyamide according to  claim 39 , wherein said oligo- or polyamide is an aliphatic oligo- or polyamide comprising at least 10 residues of a monomer selected from the group consisting of hexamethylene diamine, pentamethylene diamine, 2,2,4-trimethyl-hexamethylene diamine, 2,4,4-trimethyl-hexamethylene diamine, 1,4-diaminobutane, and at least 10 residues of a monomer selected from the group consisting of oxalic acid, maloic acid, adipic acid, sebacic acid; or
 wherein said oligo- or polyamide is an aliphatic oligo- or polyamide comprising at least 10 residues of a monomer selected from the group consisting of caprolactame, 11-aminoundecanoic acid, 12-aminodecanoic acid, and aminocaproic acid.   
     
     
         41 . The oligo- or polyamide according to  claim 40 , wherein said oligo- or polyamide is PA6, PA66, or PA46. 
     
     
         42 . The oligo- or polyamide according to  claim 41 , wherein said oligo- or polyamide is PA66. 
     
     
         43 . A method of producing a compound according to formula (I) or (II), 
       
         
           
           
               
               
           
         
       
       wherein R1 and R2 are independently selected from the group consisting of OC1-8 alkyl, OC0-1 alkylenephenyl, NH2, NHC1-8 alkyl, N(C1-8 alkyl) 2 , wherein said alkyl may be the same or different, and NHC0-1 alkylenephenyl; and X is NH, NC1-8 alkyl or C1 alkylenephenyl;
 the method comprising the step of:
 reacting a chlorophthalic anhydride, a bromophthalic anhydride, or an iodophthalic anhydride or a compound according to formula (V) or (VI) 
 
 
       
         
           
           
               
               
           
         
       
       wherein
 “Hal” is chloro, bromo, or iodo; 
 R10 is H, C1-8 alkyl or C1 alkylenephenyl; and 
 R11 and R12 are independently selected from the group consisting of OC1-8 alkyl, OC0-1 alkylenephenyl, NH2, NHC1-8 alkyl, N(C1-8 alkyl) 2 , wherein said alkyl may be the same or different, and NHC0-1 alkylenephenyl; 
 with a compound according to formula (VII), 
 
       
         
           
           
               
               
           
         
       
       wherein
 “Ak” is methyl, ethyl, propyl, iso-propyl, n-butyl, tert-butyl, n-pentyl, neopentyl or a C0-1 alkylene cyclohexyl, 
 to obtain a compound according to formula (I) or (II). 
 
     
     
         44 . The method according to  claim 43 , wherein the compound reacted with the compound according to formula (VII) is 4-bromophtalic anhydride. 
     
     
         45 . The method according to  claim 43 , wherein the compound according to formula (VII) is propyne. 
     
     
         46 . A method of introducing a compound according to formula (II), 
       
         
           
           
               
               
           
         
       
       wherein “Ak” is a methyl, ethyl, propyl, iso-propyl, n-butyl, tert-butyl, n-pentyl, neopentyl, or C0-1 alkylene cyclohexyl; and
 “X” is “O” (oxygen); 
 into an oligo- or polyamide, the method comprising the steps of:
 melting the oligo- or polyamide to be reacted with the compound according to formula (II); 
 mixing the oligo- or polyamide with the compound according to formula (II); and 
 allowing the oligo- or polyamide to react with the compound according to formula (II). 
 
 
     
     
         47 . The method according to  claim 46 , wherein said compound according to formula (II) is 
       
         
           
           
               
               
           
         
       
     
     
         48 . The compound according to  claim 33 , wherein “Ak” is methyl, ethyl, propyl, iso-propyl, n-butyl, tert-butyl, n-pentyl, or neopentyl. 
     
     
         49 . The compound according to  claim 48 , wherein “Ak” is ethyl, propyl, iso-propyl, n-butyl, tert-butyl, n-pentyl, or neopentyl.