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US3887503A Expired / Lapsed US ⏱️ 0.0 years remaining

3-(Hydroxyhydrocarbylsecondaryamino)thiophene 1,1-dioxides and polyurethanes chain extended therewith

Assignee: Uniroyal Chemical Co Inc
•
Filing: 1974-01-18
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Granted: 1975-06-03
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Expires: 1994-01-18
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Abstract

Abstract Chain extended polyurethanes are prepared, using certain 3(hydroxyhydrocarbylsecondaryamino)thiophene 1,1-dioxides, some of which are new chemicals. E.g., 3-(2hydroxypropylamino)tetrahydrothiophene 1,1-dioxide is especially useful as a chain extender for high resiliency, flexible polyurethane foams.

Inventors

  • 👤 Chung-Ling Mao

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 09:09
CPC Classifications
C; C07; C07D; C07D333/00; C07D333/02; C07D333/46; C07D333/48; C07D333/50; C07D333/52; C07D333/62; C07D333/66; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/28; C08G18/30; C08G18/38; C08G18/3855; C08G18/3874

Claims Analysis

Total Claims: 38
Claim 1
Independent Claim 51 words
In a method of making polyurethanes which comprises reacting a long chain polyol selected from the group consisting of polyesters, polyethers and polyhydrocarbons with a chain extender and with a polyisocyanate, the improvement which comprises using as chain extender a 3-(hydroxyhydrocarbylsecondaryamino)thiophene 1,1-dioxide of one of The following formulas I or II:
Claim 2
Dependent Claim 51 words
In a method of making polyurethanes which comprises reacting a long chain polyol selected from the group consisting of polyesters, polyethers and polyhydrocarbons with a chain extender and with a polyisocyanate, the improvement which comprises using as chain extender a 3-(hydroxyhydrocarbylsecondaryamino)thiophene 1,1-dioxide of one of The following formulas I or II:
Claim 3
Dependent Claim 51 words
IN A METHOD OF MAKING POLURETHANES WHICH COMPRISES REACTING A LONG CHAIN POLYOL SELECTED FROM THE GROUP CONSISTING OF POLYESTERS, POLYETHERS AND POLYHYDROCARBONS WITH A CHAIN EXTENDER AND WITH A POLYISOCYANATE, THE IMPROVEMENT WHICH COMPRISES USING AS CHAIN EXTENDER A 3(HYDROXYHYDROCARBYLSECONDARYAMINO)THIOPENE 1,1-DIOXIDE OF ONE OF THE FOLLOWING FORMULAS I OR II:
Claim 4
Dependent Claim 51 words
IN A METHOD OF MAKING POLURETHANES WHICH COMPRISES REACTING A LONG CHAIN POLYOL SELECTED FROM THE GROUP CONSISTING OF POLYESTERS, POLYETHERS AND POLYHYDROCARBONS WITH A CHAIN EXTENDER AND WITH A POLYISOCYANATE, THE IMPROVEMENT WHICH COMPRISES USING AS CHAIN EXTENDER A 3(HYDROXYHYDROCARBYLSECONDARYAMINO)THIOPENE 1,1-DIOXIDE OF ONE OF THE FOLLOWING FORMULAS I OR II:
Claim 5
Dependent Claim 22 words
A METHOD AS IN CLAIM 1 IN WHICH WATER IS ADDED AS AN ADDITIONAL REACTION, AND THE RESULTING POLYURETHANE IS A FOAM.
Claim 6
Dependent Claim 22 words
A method as in claim 1 in which water is added as an additional reactant, and the resulting polyurethane is a foam.
Claim 7
Dependent Claim 57 words
In a method of making polyurethanes which comprises reacting a long chain polyol selected from the group consisting of polyesters, polyethers and polyhydrocarbons with a chain extender and with a polyisocyanate, the improvement which comprises using as a chain extender a compound as described in claim 1, which is a 3-(hydroxyhydrocarbylsecondaryamino)tetrahydrothiophene 1,1-dioxide of the said Formula I.
Claim 8
Dependent Claim 22 words
A method as in claim 3 in which water is added as an additional reactant, and the resulting polyurethane is a foam.
Claim 9
Dependent Claim 28 words
A method as in claim 4 in which X, Y and Z are hydrogen and R is an open chain alkylene group having 2 to 10 carbon atoms.
Claim 10
Dependent Claim 32 words
A method as in claim 4 in which Y an Z are hydrogen, X is a halogen atom, and R is an open chain alkylene group having 2 to 10 carbon atoms.
Claim 11
Dependent Claim 33 words
A method as in claim 4 in which X, Y and Z are hydrogen and R is an open chain alkylene group having 2 to 10 carbon atoms substituted with a phenyl group.
Claim 12
Dependent Claim 26 words
A method as in claim 4 in which X, Y and Z are hydrogen and R is a cycloalkylne group having 4 to 8 carbon atoms.
Claim 13
Dependent Claim 15 words
A method as in claim 4 in which the said chain extender is 3-(2-hydroxypropylamino)tetrahydrothiophene 1,1-dioxide.
Claim 14
Dependent Claim 16 words
A method as in claim 2 in which the said chain extender is 3-(2-hydroxypropylamino)-2,3-dihydrobenzo(b) thiophene 1,1-dioxide.
Claim 15
Dependent Claim 15 words
A method as in claim 4 in which the said chain extender is 3-(2-hydroxyethylamino)tetahydrothiophene 1,1-dioxide.
Claim 16
Dependent Claim 42 words
A polyurethane which is a reaction product of a long chain polyol selected from the group consisting of polyesters, polyethers and polyhydrocarbons with a chain extender and with a polyisocyanate, the said chain extender being a compound as described in claim 1.
Claim 17
Dependent Claim 36 words
A polyurethane as in claim 12 in which the said chain extender is a compound wherein X, Y and Z are hydrogen and R is an open chain alkylene group having 2 to 10 carbon atoms.
Claim 18
Dependent Claim 40 words
A polyurethane as in claim 12 in which the said chain extender is a compound wherein Y and Z are hydroogen, X is a halogen atom, and R is an open chain alkylene group having 2 to 10 carbon atoms.
Claim 19
Dependent Claim 41 words
A polyurethane as in claim 12 in Which the said chain extender is a compound wherein X, Y and Z are hydrogen and R is an open chain alkylene group having 2 to 10 carbon atoms substituted with a phenyl group.
Claim 20
Dependent Claim 34 words
A polyurethane as in claim 12 in which the said chain extender is a compound wherein X, Y and Z are hydrogen and R is a cycloalkylene group having 4 to 8 carbon atoms.
Claim 21
Dependent Claim 15 words
A polyurethane as in claim 12 in which the said chain extender is 3-(2-hydroxypropylamino)tetrahydrothiophene 1,1-dioxide.
Claim 22
Dependent Claim 15 words
A polyurethane as in claim 12 in which the said chain extender is 3-(2-hydroxypropylamine)-2,3-dihydrobenzo-(b)thiophene 1,1-dioxide.
Claim 23
Dependent Claim 15 words
A polyurethane as in claim 12 in which the said chain extender is 3-(2-hydroxyethylamino)tetrahydrothiophene 1,1-dioxide.
Claim 24
Dependent Claim 36 words
Polyurethane foam made from the reaction products of a polyalkylene polyether polyol having a hydroxylic functionally of at least two, an organic polyisocyanate and a chain extender which is a compouond as described in claim 1.
Claim 25
Dependent Claim 36 words
Polyurethane foam as in claim 20 in which the said chain extender is a compound wherein X, Y and Z are hydrogen and R is an open chain alkylene group having 2 to 10 carbon atoms.
Claim 26
Dependent Claim 40 words
Polyurethane foam as in claim 20 in which the said claim extender is a compound wherein Y and Z are hydrogen, X is a halogen atom, and R is an open chain alkylene group having 2 to 10 carbon atoms.
Claim 27
Dependent Claim 41 words
Polyurethane foam as in claim 20 in which theh said chain extender is a compound wherein X, Y and Z are hydrogen and R is an open chain alkylene group having 2 to 10 carbon atoms substituted with a phenyl group.
Claim 28
Dependent Claim 22 words
Polyurethane foam as in claim 20 in which the hydrogen and R is a cycloalkylene group having 4 to 8 carbon atoms.
Claim 29
Dependent Claim 15 words
Polyurethane foam as in claim 20 in which the said chain extender is 3-(2-hydroxypropylamine)tetrahydrothiopene 1,1-dioxide.
Claim 30
Dependent Claim 15 words
Polyurethane foam as in claim 20 in which the said chain extender is 3-(2-hydroxypropylamine)-2,3-dihydrobenzo(b)thiophene 1,1-dioxide.
Claim 31
Dependent Claim 15 words
Polyurethane foam as in claim 20 in which the said chain extender is 3-(2-hydroxyethylamino)tetrahydrothiophene 1,1-dioxide.
Claim 32
Dependent Claim 46 words
In a one-shot process for making polyurethane foam wherein a polyalkylene polyether polyol having a hydroylic functionality of at least two, an organic polyisocyanaate and a chain extender are simultaneously mixed together, the improvement wherein the siad chain extender is a compound as in claim 1.
Claim 33
Dependent Claim 37 words
A one-shot process as in claim 28 in which the said chain extender is a compound wherein X, Y and Z are hydrogen and R is an open chain alkylene group having 2 to 10 carbon atoms.
Claim 34
Dependent Claim 41 words
A one-shot process as in claim 28 in which the said chain extender is a compound where Y and Z are hydrogen, X is a halogen atom, and R is an open chain alkylene group having 2 to 10 carbon atoms.
Claim 35
Dependent Claim 42 words
A one-shot process as in claim 28 in which the said chain extender is a compound wherein X, Y and Z are hydrogen and R is an open chain alkylene group having 2 to 10 carbon atoms substituted with a phenyl group.
Claim 36
Dependent Claim 35 words
A one-shot process as in claim 28 in which the said chain extender is a compound wherein X, Y and Z are hydrogen and R is a cycloalkylene group having 4 to 8 carbon atoms.
Claim 37
Dependent Claim 16 words
A one-shot process as in claim 28 in which the said chain extender is 3-(2-hydroxypropylamino)tetrahydrothiophene 1,1-dioxide.
Claim 38
Dependent Claim 16 words
A one-shot process as in claim 28 in which the said chain extender is 3-(2-hydroxypropylamino)-2,3-dihydrobenzo(b)thiophene 1,1-dioxide.

References Cited (Backward Citations)

US3826763A Cited
US3823096A Cited
US3821132A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-06-02 1978-12-02 1979-06-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-06-02 1982-12-02 1983-06-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-06-02 1986-12-02 1987-06-03 $7700.00 Window Closed / Lapsed

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