Thermally sensitive linkages

Claim 1

A method comprising the step of heating a composition consisting essentially of a compound having the formula: wherein G is an alkyl, alkenyl, aryl, or cycloalkyl, or monovalent terminal group having a number average molecular weight in the range of 15 to infinity; or an alkylene, alkenylene, arylene, cycloalkylene or polyvalent polymeric linking group having a number average molecular weight in the range of 14 to infinity; or a carbon-to-carbon covalent bond; p is the valence of G and can have any positive integral value from 1 to infinity; m can have any positive integral value from 1 to p; R 1 and R 2 independently represent an alkyl group of 1 to 14 carbon atoms, a cycloalkyl group of 3 to 12 carbon atoms, an aryl group of 5 to 12 ring atoms, or R 1 and R 2 taken together with the carbon atom to which they are joined form a carbocyclic ring of 4 to 12 ring atoms; R 3 and R 4 are independently hydrogen or lower alkyl; n is 0 or 1; A is selected from the group consisting of --SR 5 --R 6 , wherein R 5 can be alkylene or arylene containing 1 to 14 carbon atoms and 5 to 12 ring atoms, respectively, and R 6 can by hydrogen or G; --O--Ar--R 6 , wherein Ar is arylene of 5 to 12 ring atoms, wherein R 6 is as defined above; --OCHR 7 R F R 8 , wherein R 7 can be hydrogen or R F , R F is a substantially perfluorinated alkylene or cycloalkylene group from 2 to 14 carbon atoms, and R 8 can be hydrogen, fluorine, or G (defined above); or substantially perfluorinated R 7 and R F together with the carbon atom to which they are joined form a carbocyclic ring of 4 to 12 ring atoms; --N--(R 1 )--R 5 --R 6 ; --N═C(NR 1 R 2 )R 5 R 6 ; ##STR18## --N═C(NR 1 R 2 )--N(R 9 )R 5 R 6 ; and ##STR19## wherein R 1 , R 2 , R 5 , and R 6 are as defined above or R 1 , R 2 , and R 6 together with the atoms to which they are joined form a ring of 4 to 12 ring atoms, and R 9 can be alkyl, cycloalkyl, or aryl; to provide an azlactone and a nucleophile HA, wherein A is as previously defined.

Claim 2

A method comprising the step of heating a composition consisting essentially of a compound having the formula: wherein G is an alkyl, alkenyl, aryl, or cycloalkyl, or monovalent terminal group having a number average molecular weight in the range of 15 to infinity; or an alkylene, alkenylene, arylene, cycloalkylene or polyvalent polymeric linking group having a number average molecular weight in the range of 14 to infinity; or a carbon-to-carbon covalent bond; p is the valence of G and can have any positive integral value from 1 to infinity; m can have any positive integral value from 1 to p; R 1 and R 2 independently represent an alkyl group of 1 to 14 carbon atoms, a cycloalkyl group of 3 to 12 carbon atoms, an aryl group of 5 to 12 ring atoms, or R 1 and R 2 taken together with the carbon atom to which they are joined form a carbocyclic ring of 4 to 12 ring atoms; R 3 and R 4 are independently hydrogen or lower alkyl; n is 0 or 1; A is selected from the group consisting of --SR 5 --R 6 , wherein R 5 can be alkylene or arylene containing 1 to 14 carbon atoms and 5 to 12 ring atoms, respectively, and R 6 can by hydrogen or G; --O--Ar--R 6 , wherein Ar is arylene of 5 to 12 ring atoms, wherein R 6 is as defined above; --OCHR 7 R F R 8 , wherein R 7 can be hydrogen or R F , R F is a substantially perfluorinated alkylene or cycloalkylene group from 2 to 14 carbon atoms, and R 8 can be hydrogen, fluorine, or G (defined above); or substantially perfluorinated R 7 and R F together with the carbon atom to which they are joined form a carbocyclic ring of 4 to 12 ring atoms; --N--(R 1 )--R 5 --R 6 ; --N═C(NR 1 R 2 )R 5 R 6 ; ##STR18## --N═C(NR 1 R 2 )--N(R 9 )R 5 R 6 ; and ##STR19## wherein R 1 , R 2 , R 5 , and R 6 are as defined above or R 1 , R 2 , and R 6 together with the atoms to which they are joined form a ring of 4 to 12 ring atoms, and R 9 can be alkyl, cycloalkyl, or aryl; to provide an azlactone and a nucleophile HA, wherein A is as previously defined.

Claim 28

A method comprising a step of heating a composition consisting essentially of 1) a compound having the formula: ##STR23## wherein G is an alkyl, alkenyl, aryl, or cycloalkyl, or monovalent terminal group having a number average molecular weight in the range of 15 to infinity; or an alkylene, alkenylene, arylene, cycloalkylene or polyvalent polymeric linking group having a number average molecular weight in the range of 14 to infinity; or a carbon-to-carbon covalent bond; p is the valence of G and can have any positive integral value from 1 to infinity; m can have any positive integral value from 1 to p; R 1 and R 2 independently represent an alkyl group of 1 to 14 carbon atoms, a cycloalkyl group of 3 to 12 carbon atoms, an aryl group of 5 to 12 ring atoms, or R 1 and R 2 taken together with the carbon atom to which they are joined form a carbocyclic ring of 4 to 12 ring atoms; R 3 and R 4 are independently hydrogen or lower alkyl; n is 0 or 1; A is selected from the group consisting of --SR 5 --R 6 , wherein R 5 can be alkylene or arylene containing 1 to 14 carbon atoms and 5 to 12 ring atoms, respectively, and R 6 can be hydrogen or G; --O--Ar--R 6 , wherein Ar is arylene of 5 to 12 ring atoms, wherein R 6 is as defined above; --OCHR 7 R F R 8 , wherein R 7 can be hydrogen or R F , R F is a substantially perfluorinated alkylene or cycloalkylene group from 2 to 14 carbon atoms, and R 8 can be hydrogen, fluorine, or G (defined above); or substantially perfluorinated R 7 and R F together with the carbon atoms to which they are joined form a carbocyclic ring of 4 to 12 ring atoms; --N--(R 1 )--R 5 --R 6 ; --N═C(NR 1 R 2 )R 5 R 6 ; ##STR24## --N═C(NR 1 R 2 )--N(R 9 )R 5 R 6 ; and ##STR25## wherein R 1 , R 2 , R 5 , and R 6 are as defined above or R 1 , R 2 , and R 6 together with the atoms to which they are joined form a ring of 4 to 12 ring atoms, and R 9 can be alkyl, cycloalkyl, or aryl; and 2) at least one of a chemically effective amount of a catalyst and an organic solvent for the compound of formula V above; to provide an azlactone and a nucleophile HA, wherein A is as previously defined.

Claim 29

A method comprising a step of heating a composition consisting essentially of 1) a compound having the formula: ##STR23## wherein G is an alkyl, alkenyl, aryl, or cycloalkyl, or monovalent terminal group having a number average molecular weight in the range of 15 to infinity; or an alkylene, alkenylene, arylene, cycloalkylene or polyvalent polymeric linking group having a number average molecular weight in the range of 14 to infinity; or a carbon-to-carbon covalent bond; p is the valence of G and can have any positive integral value from 1 to infinity; m can have any positive integral value from 1 to p; R 1 and R 2 independently represent an alkyl group of 1 to 14 carbon atoms, a cycloalkyl group of 3 to 12 carbon atoms, an aryl group of 5 to 12 ring atoms, or R 1 and R 2 taken together with the carbon atom to which they are joined form a carbocyclic ring of 4 to 12 ring atoms; R 3 and R 4 are independently hydrogen or lower alkyl; n is 0 or 1; A is selected from the group consisting of --SR 5 --R 6 , wherein R 5 can be alkylene or arylene containing 1 to 14 carbon atoms and 5 to 12 ring atoms, respectively, and R 6 can be hydrogen or G; --O--Ar--R 6 , wherein Ar is arylene of 5 to 12 ring atoms, wherein R 6 is as defined above; --OCHR 7 R F R 8 , wherein R 7 can be hydrogen or R F , R F is a substantially perfluorinated alkylene or cycloalkylene group from 2 to 14 carbon atoms, and R 8 can be hydrogen, fluorine, or G (defined above); or substantially perfluorinated R 7 and R F together with the carbon atoms to which they are joined form a carbocyclic ring of 4 to 12 ring atoms; --N--(R 1 )--R 5 --R 6 ; --N═C(NR 1 R 2 )R 5 R 6 ; ##STR24## --N═C(NR 1 R 2 )--N(R 9 )R 5 R 6 ; and ##STR25## wherein R 1 , R 2 , R 5 , and R 6 are as defined above or R 1 , R 2 , and R 6 together with the atoms to which they are joined form a ring of 4 to 12 ring atoms, and R 9 can be alkyl, cycloalkyl, or aryl; and 2) at least one of a chemically effective amount of a catalyst and an organic solvent for the compound of formula V above; to provide an azlactone and a nucleophile HA, wherein A is as previously defined.