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US4311800A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for working up cross-linked isocyanate distillation residues containing urea groups and use of the products of the process as starting components for the production of synthetic resins

Assignee: Bayer AG
•
Filing: 1980-10-16
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Granted: 1982-01-19
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Expires: 2000-10-16
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Abstract

Abstract This invention relates to the preparation of soluble compounds containing hydroxyalkyl and urethane groups by alcoholysis from highly cross-linked insoluble distillation residues (from the commercial production of tolylene diisocyanate) which have reacted completely or almost completely with water. The products obtained as solutions, solvent-free melts or powders may be used as raw materials for the production of synthetic resins or their intermediates which are characterized by reduced combustibility. They may also be recyclized by simple hydrolysis into the tolylene diamines ("TDA") from which tolylene diisocyanate ("TDI") is derived.

Inventors

  • 👤 Artur Reischl

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 09:55
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3819; C08G18/3823; C08G18/3831; C08G18/40; C08G18/42; C08G18/46; C08G18/4615; C08G18/48; C08G18/50; C08G18/5021; C08G18/5033; C09; C09J; C09J175/00; C09J175/04

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 114 words
A process for the production of isocyanate-reactive compounds, comprising: (A) reacting (i) substantially monomer-free, cross-linked distillation residues which are insoluble in inert organic solvents and which cannot melt without decomposition, obtained in the form of slag after denaturation of the sump phase with water when monomeric tolylene diisocyanates are removed by distillation from the crude phosgenation product of tolylene diamines; with (ii) a dihydric and/or trihydric alcohol at a temperature above 130° C., using a quantity of alcohol corresponding to at least 2% by weight of alcoholic hydroxyl groups, based on the mixture of slag and alcohol, (B) continuing the reaction until the reaction mixture is homogeneous; and (C) stopping the reaction by cooling.
Claim 2
Dependent Claim 114 words
A process for the production of isocyanate-reactive compounds, comprising: (A) reacting (i) substantially monomer-free, cross-linked distillation residues which are insoluble in inert organic solvents and which cannot melt without decomposition, obtained in the form of slag after denaturation of the sump phase with water when monomeric tolylene diisocyanates are removed by distillation from the crude phosgenation product of tolylene diamines; with (ii) a dihydric and/or trihydric alcohol at a temperature above 130° C., using a quantity of alcohol corresponding to at least 2% by weight of alcoholic hydroxyl groups, based on the mixture of slag and alcohol, (B) continuing the reaction until the reaction mixture is homogeneous; and (C) stopping the reaction by cooling.
Claim 3
Dependent Claim 17 words
The process of claim 1, wherein any unreacted excess alcohol is removed after termination of the reaction.
Claim 4
Dependent Claim 18 words
The process of claim 1, wherein said residue slag has a particle size of less than 3 mm.
Claim 5
Dependent Claim 18 words
The process of claim 3, wherein said residue slag has a particle size of less than 1 mm.
Claim 6
Dependent Claim 18 words
The process of claim 3, wherein said residue slag has a particle size of less than 0.2 mm.
Claim 7
Dependent Claim 19 words
The process of claim 1, wherein said dihydric and/or trihydric alcohol has a molecular weight of 62 to 200.
Claim 8
Dependent Claim 15 words
The process of claim 1, wherein said alcohol is a mono-, di- or polyethylene glycol.
Claim 9
Dependent Claim 36 words
The process of claim 1, wherein the quantity of alcohol used is such that the reaction mixture contains at least 8% by weight of alcoholic hydroxyl groups, based on the mixture of residue slag and alcohol.
Claim 10
Dependent Claim 14 words
The process of claim 1, wherein the reaction temperature is 140° to 220° C.
Claim 11
Dependent Claim 15 words
The process of claim 1, further comprising hydrolyzing the resulting linearized products to tolylene diamine.
Claim 12
Dependent Claim 23 words
The process of claim 1, further comprising the addition of monohydric alcohol having a molecular weight of 62 to 600 in the reaction.
Claim 13
Dependent Claim 131 words
A process for the preparation of synthetic resins by polyaddition, polycondensation or polymerization processes, characterized in that the isocyanate-reactive component is prepared by a process comprising: (A) reacting (i) substantially monomer-free, cross-linked distillation residues which are insoluble in inert organic solvents and which cannot melt without decomposition, obtained in the form of slag after denaturation of the sump phase with water when monomeric tolylene diisocyanates are removed by distillation from the crude phosgenation product of tolylene diamines; with (ii) a dihydric and/or trihydric alcohol at a temperature above 130° C., using a quantity of alcohol corresponding to at least 2% by weight of alcoholic hydroxyl groups, based on the mixture of slag and alcohol, (B) continuing the reaction until the reaction mixture is homogeneous; and (C) stopping the reaction by cooling.
Claim 14
Dependent Claim 131 words
A process for the preparation of synthetic resins by polyaddition, polycondensation or polymerization processes, characterized in that the isocyanate-reactive component is prepared by a process comprising: (A) reacting (i) substantially monomer-free, cross-linked distillation residues which are insoluble in inert organic solvents and which cannot melt without decomposition, obtained in the form of slag after denaturation of the sump phase with water when monomeric tolylene diisocyanates are removed by distillation from the crude phosgenation product of tolylene diamines; with (ii) a dihydric and/or trihydric alcohol at a temperature above 130° C., using a quantity of alcohol corresponding to at least 2% by weight of alcoholic hydroxyl groups, based on the mixture of slag and alcohol, (B) continuing the reaction until the reaction mixture is homogeneous; and (C) stopping the reaction by cooling.
Claim 15
Dependent Claim 15 words
The process of claim 12, further comprising the addition of materials containing lignocellulose as fillers.
Claim 16
Dependent Claim 66 words
A process for the preparation of cellular or non-cellular flame-resistant polyurethanes, comprising reacting: (A) polyisocyanates with (B) compounds containing isocyanate reactive groups, optionally in the presence of (C) activators, blowing agents, fillers and other known additives, wherein component (B) comprises at least in part, the distillation residues worked up according to claim 1 and/or their esterification and/or alkoxylation products, optionally in admixture with materials containing lignocellulose.

References Cited (Backward Citations)

US3128310A Cited
US3331876A Cited
US3636030A Cited
US3897314A Cited
US4076577A Cited
US4143008A Cited
US4105686A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-01-18 1985-07-20 1986-01-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-01-18 1989-07-20 1990-01-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-01-18 1993-07-20 1994-01-19 $7700.00 Window Closed / Lapsed

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