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Method of producing blocked polyisocyanates by reaction of an imidazoline with an isocyanate

Assignee: Huels AG
•
Filing: 1978-06-30
•
Granted: 1980-04-29
•
Expires: 1998-06-30
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Abstract

Abstract This invention relates to blocked isocyanates and to a method for making blocked isocyanates by blocking the isocyanate groups of a polyisocyanate, which may be chain extended, with a cyclic amidine compound of the formula ##STR1## where the R's are the same or different substituents inert to isocyanate groups.

Inventors

  • 👤 Rainer Gras
  • 👤 Johann Obendorf
  • 👤 Elmar Wolf

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 18:24
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/04; C07D233/06

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 61 words
A method for producing at least a partially blocked polyisocyanate which comprises reacting a polyisocyanate with a cyclic amidine of the formula ##STR5## wherein each R may be the same or different substituent selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, heterocyclic and aryl, and wherein R is inert to isocyanate groups at a temperature of 0°-150° C.
Claim 2
Independent Claim 61 words
A method for producing at least a partially blocked polyisocyanate which comprises reacting a polyisocyanate with a cyclic amidine of the formula ##STR5## wherein each R may be the same or different substituent selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, heterocyclic and aryl, and wherein R is inert to isocyanate groups at a temperature of 0°-150° C.
Claim 3
Dependent Claim 20 words
The method of claim 1, wherein 0.5-1.1 mole of cyclic amidine is reacted with each molar equivalent of isocyanate group.
Claim 4
Dependent Claim 48 words
The method of claim 2, wherein the cyclic amidine is added in substoichiometric quantities to the polyisocyanate to produce a partially blocked isocyanate which is then reacted with an isocyanate reactive polyvalent chain-lengthening agent at a temperature in the range of 0°-150° C., but below the deblocking temperature.
Claim 5
Dependent Claim 21 words
The method of claim 3, wherein the said reaction is carried out at a temperature in the range of 80°-120° C.
Claim 6
Dependent Claim 11 words
The method of claim 4, wherein the chain-lengthening agent is water.
Claim 7
Dependent Claim 12 words
The method of claim 4, wherein the chain-lengthening agent is a polyol.
Claim 8
Dependent Claim 12 words
The method of claim 4, wherein the chain-lengthening agent is a polyamine.
Claim 9
Dependent Claim 32 words
The method of claim 1, wherein the temperature of the reaction is 0°-150° C., and the polyisocyanate and cyclic amidine are selected so that the molecular weight of the product is 300-2500.
Claim 10
Dependent Claim 45 words
The method of claim 1, wherein the polyisocyanate with which the cyclic amidine is reacted has been produced by reacting a selected polyisocyanate with an isocyanate reactive chain lengthening agent to produce a product containing on the average two isocyanate groups per mol of product.
Claim 11
Dependent Claim 8 words
The product of the method of claim 8.
Claim 12
Dependent Claim 18 words
The product of claim 10 melting in the range of 30°-220° C. and having 4-25 wt.% NCO groups.
Claim 13
Dependent Claim 9 words
The product produced by the method of claim 1.
Claim 14
Dependent Claim 45 words
A blocked polyisocyanate of the formula ##STR6## wherein each R may be the same or different substituents selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, heterocyclic and aryl and wherein R is inert to isocyanate groups at a temperature of 0°-150° C.
Claim 15
Dependent Claim 45 words
A blocked polyisocyanate of the formula ##STR6## wherein each R may be the same or different substituents selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, heterocyclic and aryl and wherein R is inert to isocyanate groups at a temperature of 0°-150° C.
Claim 16
Dependent Claim 60 words
A blocked polyisocyanate of the formula ##STR7## wherein R' is a bivalent organic radical of a polyol compound with two OH-groups, and wherein each R may be the same or different substituent selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, heterocyclic and aryl and wherein R is inert to isocyanate groups at a temperature of 0°-150° C.
Claim 17
Dependent Claim 60 words
A blocked polyisocyanate of the formula ##STR7## wherein R' is a bivalent organic radical of a polyol compound with two OH-groups, and wherein each R may be the same or different substituent selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, heterocyclic and aryl and wherein R is inert to isocyanate groups at a temperature of 0°-150° C.
Claim 18
Dependent Claim 45 words
A blocked polyisocyanate of the formula ##STR8## wherein each R may be the same or different substituent selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, heterocyclic and aryl, and wherein R is inert to isocyanate groups at a temperature of 0°-150° C.
Claim 19
Dependent Claim 45 words
A blocked polyisocyanate of the formula ##STR8## wherein each R may be the same or different substituent selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkaryl, aralkyl, heterocyclic and aryl, and wherein R is inert to isocyanate groups at a temperature of 0°-150° C.
Claim 20
Dependent Claim 9 words
The product produced by the method of claim 9.
Claim 21
Dependent Claim 12 words
The method of claim 9, wherein the chain-lengthening agent is a polyol.
Claim 22
Dependent Claim 8 words
The product of the method of claim 17.
Claim 23
Dependent Claim 12 words
The method of claim 9, wherein the chain-lengthening agent is a polyamine.
Claim 24
Dependent Claim 8 words
The product of the method of claim 19.
Claim 25
Dependent Claim 11 words
The method of claim 9, wherein the chain-lengthening agent is water.
Claim 26
Dependent Claim 8 words
The product of the method of claim 21.
Claim 27
Dependent Claim 49 words
The method of claim 1 wherein R is selected from the group consisting of hydrogen, C 1 -C 7 alkyl, C 5 -C 7 cycloalkyl, 5 to 7-membered heterocyclic rings which may include one oxygen and one or two nitrogen atoms, phenol, C 1 -alkyl substituted phenol, and benzyl.
Claim 28
Dependent Claim 52 words
The polyisocyanate of any of claims 13, 14 or 15 wherein R is selected from the group consisting of hydrogen, C 1 -C 7 alkyl, C 5 -C 7 cycloalkyl, 5 to 7-membered heterocyclic rings which may include one oxygen and one or two nitrogens, phenol, C 1 -alkyl-substituted phenol, and benzyl.

References Cited (Backward Citations)

US2952665A Cited
US3676402A Cited
US3887476A Cited
DE2502934A1 Cited
US4046744A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-04-29 1983-10-29 1984-04-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-04-29 1987-10-29 1988-04-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-04-29 1991-10-29 1992-04-29 $7700.00 Window Closed / Lapsed

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