Patent US3846378A successfully refreshed from Google Patents.
US3846378A
Expired / Lapsed
US
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Synchronous process for thermally-curable blocked polyurethanes
Assignee: Burlington Industries Inc
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Filing: 1972-04-17
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Granted: 1974-11-05
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Expires: 1992-04-17
Abstract
Abstract A rapid partial-blocking process for synthesizing complex polyurethanes. One or more polyols, a polyisocyanate, an amount of an oxime blocking agent chemically equivalent to not more than 35 percent of the isocyanate groups charged, and a catalyst are combined and optionally heated to form a storage-stable oximeblocked intermediate polyurethane, free of active isocyanate groups. This polyurethane may be sold as such, or it may, after addition of more polyol if needed, be converted to bulk, film emulsion, or other form in preparation for final curing. Heating at curing temperature releases the blocking agent and forms a stable high molecular weight polyurethane. The products of the invention are particularly effective as intermediates and final compositions for use as adhesives, textile finishes, and coatings on a variety of substrates.
Inventors
- 👤 A Griswold
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 06:55
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/80; C08G18/8061; C08G18/807; C08G18/8077; C08G18/28; C08G18/2805; C08G18/285; C08G18/286; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2915
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
112 words
A SYNCHRONOUS PARTIAL-BLOCKING PROCESS FOR MAKING AN OXIME-BLOCK INTERMEDIATE POLYURETHANE COMPRISING THE STEP OF A. PREPARING A PRE-POLYMER-FREE REACTION MIXTURE BY MIXING WITH AN UNBLOCKED ORGANIC POLYISOCYANATE AND AMOUNT OF AN OXIME EQUIVALENT TO 5-35 PERCENT OF THE ISOCYANATE GROUPS, AT LEAST ONE POLYOL IN AN AMOUNT SUCH THAT THE SUM OF THE ISOCYANATE-ACTIVE HYDROGNS IN THE POLYOL AND THE OXIME IS AT LEAST SUBSTANTIALLY EQUIVALENT TO SAID ISOCYANATE GROUPS AND A CATALYST AND B. ALLOWING THE POLYISOCYANATE TO REACT WITH THE OXIME AND POLYOL IN SAID MIXTURE, THE OXIME BLOCKING ITS EQUIVALENT OF THE ISOCYANATE GROUPS, AND THE POLYOL REACTING WITH THE RESIDUAL ISOCYANATE GROUPS TO FORM SAID OXIME-BLOCKED INTERMEDIATE POLYURETHANE.
Claim 2
Dependent Claim
112 words
A SYNCHRONOUS PARTIAL-BLOCKING PROCESS FOR MAKING AN OXIME-BLOCK INTERMEDIATE POLYURETHANE COMPRISING THE STEP OF A. PREPARING A PRE-POLYMER-FREE REACTION MIXTURE BY MIXING WITH AN UNBLOCKED ORGANIC POLYISOCYANATE AND AMOUNT OF AN OXIME EQUIVALENT TO 5-35 PERCENT OF THE ISOCYANATE GROUPS, AT LEAST ONE POLYOL IN AN AMOUNT SUCH THAT THE SUM OF THE ISOCYANATE-ACTIVE HYDROGNS IN THE POLYOL AND THE OXIME IS AT LEAST SUBSTANTIALLY EQUIVALENT TO SAID ISOCYANATE GROUPS AND A CATALYST AND B. ALLOWING THE POLYISOCYANATE TO REACT WITH THE OXIME AND POLYOL IN SAID MIXTURE, THE OXIME BLOCKING ITS EQUIVALENT OF THE ISOCYANATE GROUPS, AND THE POLYOL REACTING WITH THE RESIDUAL ISOCYANATE GROUPS TO FORM SAID OXIME-BLOCKED INTERMEDIATE POLYURETHANE.
Claim 3
Dependent Claim
46 words
The process of claim 1 wherein the amount of polyol is itself substantially equivalent to the isocyanate groups present, and the process includes the further step (d) of heating at curing temperature, to displace the oxime and convert said intermediate polyurethane to an unblocked cured polyurethane.
Claim 4
Dependent Claim
26 words
A process according to claim 2 including the step of applying said intermediate polyurethane to a fabric before said step of heating to a curing temperature.
Claim 5
Dependent Claim
5 words
The product of claim 3.
Claim 6
Dependent Claim
5 words
The product of claim 1.
Claim 7
Dependent Claim
78 words
A synchronous partial-blocking process for making an oxime-blocked intermediate polyurethane comprising the steps of a. preparing a pre-polymer-free reaction mixture by mixing with an unblocked organic polyisocyanate an amount of an oxime equivalent to 10-25 percent of the isocyanate groups, at least one polyol in an amount such that the hydroxyl groups in the polyol are substantially equivalent to said isocyanate groups and a catalyst, and b. allowing the polyisocyanate, oxime and polyol in said mixture to react.
Claim 8
Dependent Claim
78 words
A synchronous partial-blocking process for making an oxime-blocked intermediate polyurethane comprising the steps of a. preparing a pre-polymer-free reaction mixture by mixing with an unblocked organic polyisocyanate an amount of an oxime equivalent to 10-25 percent of the isocyanate groups, at least one polyol in an amount such that the hydroxyl groups in the polyol are substantially equivalent to said isocyanate groups and a catalyst, and b. allowing the polyisocyanate, oxime and polyol in said mixture to react.
Claim 9
Dependent Claim
28 words
The process of claim 6 including the further step of heating at curing temperature to displace said oxime and convert said intermediate polyurethane to an unblocked cured polyurethane.
Claim 10
Dependent Claim
24 words
The process of claim 7 wherein the further heating is carried out at a temperature of 140*-200*C in the presence of a curing catalyst.
Claim 11
Dependent Claim
22 words
The process of claim 6 wherein said polyol comprises a diol: triol mixture in a molar ratio of about 1:1 to 13:1.
Claim 12
Dependent Claim
11 words
The process of claim 9 wherein said oxime is butanone oxime.
Claim 13
Dependent Claim
14 words
The process of claim 6 wherein the reaction mixture includes an inert organic solvent.
Claim 14
Dependent Claim
13 words
The process of claim 6 wherein reaction is carried out at room temperature.
Claim 15
Dependent Claim
33 words
The process of claim 6 wherein the oxime is selected from the group consisting of butanone oxime, cyclohexanone oxime, acetone oxime and acetaldoxime and the polyol is a polymerIc polyol or mixture thereof.
Claim 16
Dependent Claim
111 words
A partial-blocking process for making an oxime-blocked intermediate polyurethane comprising the steps of a. preparing a pre-polymer-free reaction mixture by mixing with an unblocked organic polyisocyanate an amount of an oxime equivalent to 5-35 percent of the isocyanate groups, at least one polyol in an amount such that the sum of the isocyanate-active hydrogens in the polyol and the oxime is at least substantially equivalent to said isocyanate groups and a catalyst and b. allowing the polyisocyanate to react with the oxime and polyol in said mixture, the oxime blocking its equivalent of the isocyanate group, and the polyol reacting with the residual isocyanate groups to form said oxime-blocked intermediate polyurethane.
Claim 17
Dependent Claim
111 words
A partial-blocking process for making an oxime-blocked intermediate polyurethane comprising the steps of a. preparing a pre-polymer-free reaction mixture by mixing with an unblocked organic polyisocyanate an amount of an oxime equivalent to 5-35 percent of the isocyanate groups, at least one polyol in an amount such that the sum of the isocyanate-active hydrogens in the polyol and the oxime is at least substantially equivalent to said isocyanate groups and a catalyst and b. allowing the polyisocyanate to react with the oxime and polyol in said mixture, the oxime blocking its equivalent of the isocyanate group, and the polyol reacting with the residual isocyanate groups to form said oxime-blocked intermediate polyurethane.
Claim 18
Dependent Claim
18 words
The process of claim 14 wherein the isocyanate and oxime mixed together first before addition of the polyol.
Claim 19
Dependent Claim
28 words
The process of claim 15 including the further step of heating at curing temperature to displace the oxime and convert said intermediate polyurethane to an unblocked cured polyurethane.
Claim 20
Dependent Claim
123 words
The product obtained by preparing a prepolymerfree reaction mixture by mixing an unblocked organic polyisocyanate, an amount of an oxime equivalent to 5-35 percent of the isocyanate groups, at least one diol and at least one higher polyol in an amount such that the sum of the isocyanate-active hydrogens in the polyols and the oxime is at least substantially equivalent to said isocyanate groups and the amounts of polyols are themselves substantially equivalent to the isocyanate groups present, and a catalyst, said mixing being such that the oxime is mixed with the isocyanate prior to the reaction of the isocyanate and the polyols and heating at a curing temperature to displace the oxime and convert said intermediate polyurethane to an unblocked cured polyurethane.
Claim 21
Dependent Claim
123 words
The product obtained by preparing a prepolymerfree reaction mixture by mixing an unblocked organic polyisocyanate, an amount of an oxime equivalent to 5-35 percent of the isocyanate groups, at least one diol and at least one higher polyol in an amount such that the sum of the isocyanate-active hydrogens in the polyols and the oxime is at least substantially equivalent to said isocyanate groups and the amounts of polyols are themselves substantially equivalent to the isocyanate groups present, and a catalyst, said mixing being such that the oxime is mixed with the isocyanate prior to the reaction of the isocyanate and the polyols and heating at a curing temperature to displace the oxime and convert said intermediate polyurethane to an unblocked cured polyurethane.
Claim 22
Dependent Claim
19 words
The product of claim 17 wherein the amount of oxime is equivalent to 10-25 percent of the isocyanate groups.
Claim 23
Dependent Claim
30 words
A product obtained by the process of claim 17 including the further step of applying said intermediate polyurethane to a fabric before said step of heating to a curing temperature.
References Cited (Backward Citations)
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US3676402A
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-11-04 | 1978-05-06 | 1978-11-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-11-04 | 1982-05-06 | 1982-11-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-11-04 | 1986-05-06 | 1986-11-05 | $7700.00 | Window Closed / Lapsed |