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US 5,965,681 AGranted
Protected functionalized telechelic polymers and processes for making the same
AssigneeFMC Corporation
InventorsJames Anthony Schwindeman, Roderic Paul Quirk, Conrad William Kamienski, deceased
Life of this patent
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Abstract
Protected, functionalized telechelic polymers, hydrogenated and/or deprotected analogues thereof, and processes to prepare these polymers are disclosed. In the invention, a lithium initiator is added to a compound having at least two independently polymerizable vinyl groups to form a dilithium initiator. Monomer is then added to grow or polymerize polymer arms having living ends and the living ends functionalized.
Claims22
A telechelic polymer comprising the structure:
- (Y)--[C--Z--T--(A--R.sup.1 R.sup.2 R.sup.3).sub.m ].sub.2
- wherein:
- Y represents a core derived by incorporation of at least one molecule or a mixture of molecules having at least two independently polymerized vinyl groups;
- C is a hydrogenated or unsaturated block derived by anionic polymerization of at least one monomer selected from the group consisting of conjugated dienes, alkenylsubstituted aromatics, and mixtures thereof;
- Z is a branched or straight chain hydrocarbon connecting group which contains 1-25 carbon atoms;
- T is oxygen, sulfur, or nitrogen;
- (A--R.sub.1 R.sup.2 R.sup.3).sub.m is a protecting group in which A is an element selected from Group IVa of the Periodic Table of the Elements;
- R.sup.1, R.sup.2, and R.sup.3 are independently defined as hydrogen, C1-C25 alkyl, substituted C1-C25 alkyl groups containing lower C1-C10 alkyl, lower alkylthio, and lower dialkylamino groups, C3-C25 aryl or substituted C3-C25 aryl groups containing lower C1-C10 alkyl, lower alkylthio, lower dialkylamino groups, or C3-C12 cycloalkyl and substituted cycloalkyl groups containing 5 to 12 carbon atoms, and m is 1 when T is oxygen or sulfur, and 2 when T is nitrogen.
5 more elements
A telechelic polymer comprising the structure:
- (Y)--[C--Z--T(H).sub.m ].sub.2
- wherein:
- Y represents a core derived by incorporation of at least one molecule or mixture of molecules having at least two independently polymerizable vinyl groups;
- C is a hydrogenated or unsaturated block derived by anionic polymerization of a monomer selected from the group consisting of conjugated dienes, alkenylsubstituted aromatics, and mixtures thereof;
- Z is a branched or straight chain hydrocarbon connecting group which contains 1-25 carbon atoms;
- T is oxygen, sulfur, or nitrogen;
- and
- m is 1 when T is oxygen or sulfur, and 2 when T is nitrogen.
5 more elements
A process for making functionalized polymers, comprising:
- adding two equivalents of at least one lithium initiator or a mixture thereof to at least one molecule or a mixture of molecules having at least two independently polymerizable vinyl groups to provide a dilithium initiator having a central core formed of the compound having polymerizable vinyl groups;
- adding at least one monomer selected from the group consisting of a conjugated dienes, alkenylsubstituted aromatics, and mixtures thereof, to grow arms having living ends from the central core;
- and
- adding two equivalents of at least one or a mixture thereof of a functionalizing agent having the following structure:
- X--Z--T--(A--R.sup.1 R.sup.2 R.sup.3).sub.m
- wherein:
- X is halogen selected from chloride, bromide and iodide;
- Z is a branched or straight chain hydrocarbon connecting group which contains 1-25 carbon atoms;
- T is oxygen, sulfur, or nitrogen;
- and
- (A--R.sup.1 R.sup.2 R.sup.3).sub.m is a protecting group in which A is an element selected from Group IVa of the Periodic Table of the Elements;
- R.sup.1, R.sup.2, and R.sup.3 are independently defined as hydrogen, C1-C25 alkyl, substituted C1-C25 alkyl groups containing lower C1-C10 alkyl, lower alkylthio, and lower dialkylamino groups, C3-C25 aryl or substituted C3-C25 aryl groups containing lower C1-C10 alkyl, lower alkylthio, lower dialkylamino groups, or C3-C12 cycloalkyl and substituted cycloalkyl groups containing 5 to 12 carbon atoms, and m is 1 when T is oxygen or sulfur, and 2 when T is nitrogen, to form a polymer having functional groups at the terminus of the arms and having the formula
- (Y)--[C--Z--T--(A--R.sup.1 R.sup.2 R.sup.3).sub.m ].sub.2
- wherein:
- Y represents a core derived by incorporation of at least one or a mixture of molecules having at least two independently polymerized vinyl groups;
- C is a saturated or unsaturated block derived by anionic polymerization of at least one monomer selected from the group consisting of conjugated dienes, alkenylsubstituted aromatics, and mixtures thereof;
- and
- Z, T, A, R.sup.1, R.sup.2, R.sup.3, and m are the same as defined above.
15 more elements
Dependencies are inferred from the claim text.