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US 9,371,431 B2Granted
Poly(ether sulfone)s and poly(ether amide sulfone)s and methods of their preparation
AssigneeInternational Business Machines Corporation
InventorsKrishna M. Bajjuri, Jeannette M. Garcia, James L. Hedrick
Life of this patent
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Abstract
Poly(ether sulfones) (PES) and poly(ether amide sulfones) (PEAS) were prepared from post-consumer polycarbonates and polyesters, respectively, using a single vessel in batch mode (all reactants present when heating was initiated). The depolymerization of the initial polymer occurs concurrently with step growth polymerization to form a product polymer having a number average molecular weight of at least 5000.
Claims17
A poly(ether amide sulfone) (PEAS), having a structure in accordance with formula (16):
- wherein
- n is a positive number having an average value greater than or equal to 1,
- m is a positive number having an average value greater than or equal to 1,
- each E′ is an independent monovalent radical selected from the group consisting of hydrogen and electron withdrawing groups,
- each La is an independent divalent radical comprising 2 or more carbons,
- each *—O-Ld-NH—* group is an independent divalent radical wherein Ld is *-Le-CH2—*, *—O-Ld-NH—* is *—O-Le-CH2—NH—*, and Le comprises an aromatic ring,
- each L′ is an independent divalent linking group comprising at least one aromatic ring,
- Z′ is a first polymer chain end group,
- Z″ is a second polymer chain end group, and
- vertical stacking of the repeat units enclosed by parentheses within the square brackets indicates a random distribution of the repeat units in the structure of the PEAS.
7 more elements
A method, comprising:
- forming a mixture comprising
- i) a polyester having a repeat unit of formula (8):
- wherein
- L′ is a divalent radical comprising at least one aromatic ring, and
- L″ is a divalent radical comprising 2 or more carbons,
- ii) an amino-alcohol of formula (11):
- HO-Le-CH2—NH2 (11),
- wherein Le comprises an aromatic ring,
- iii) a bis-aryl sulfone of formula (4):
- wherein
- each E′ is an independent monovalent radical selected from the group consisting of hydrogen and electron withdrawing groups, and
- each X′ is an independent monovalent leaving group,
- iv) a diol compound of formula (1),
- HO-La—OH (1),
- wherein
- La is a divalent radical comprising 2 or more carbons,
- v) a base, and
- vi) a solvent;
- and
- heating the mixture at a reaction temperature of about 150° C. to about 250° C., wherein the diol compound is substantially non-volatile at the reaction temperature, thereby forming a poly(ether amide sulfone) (PEAS).
17 more elements
A method, comprising:
- forming a mixture comprising
- i) an ester material comprising two ester groups,
- ii) an amino-alcohol of formula (11):
- HO-Le-CH2—NH2 (11)
- wherein Le comprises an aromatic ring,
- iii) a bis-aryl sulfone of formula (4):
- wherein
- each E′ is an independent monovalent radical selected from the group consisting of hydrogen and electron withdrawing groups, and
- each X′ is an independent monovalent leaving group,
- iv) a diol compound of formula (1),
- HO-La—OH (1),
- wherein
- La is a divalent radical comprising 2 or more carbons,
- v) a base, and
- vi) a solvent;
- and
- heating the mixture at a reaction temperature of about 150° C. to about 250° C., wherein the diol compound is substantially non-volatile at the reaction temperature, thereby forming a poly(ether amide sulfone) (PEAS).
14 more elements
Dependencies are inferred from the claim text.