← Back to Patent Explorer
US4031040A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethanes prepared from hydroxymethyl isocyanurates

Assignee: Stamicarbon BV
•
Filing: 1975-06-20
•
Granted: 1977-06-21
•
Expires: 1995-06-20
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract New polyurethanes containing free isocyanurate rings are produced by mixing a hydroxymethyl isocyanurate or a derivative thereof with a polyisocyanate or a mixture of polyisocyanates.

Inventors

  • 👤 Marinus J.A.M. Den Otter
  • 👤 Anne Te Nijenhuis
  • 👤 Albert A. Van Geenen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 15:27
CPC Classifications
C; C07; C07C; C07C265/00; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3819; C08G18/3842; C08G18/3851; C08G18/3853; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G18/5054; C08G18/5063; Y; Y10; Y10S; Y10S521/00; Y10S521/902

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 173 words
Process for preparing polyurethanes containing isocyanurate rings from a polyol containing one or more isocyanurate rings, this process being characterized in that said polyol selected from the group consisting of tris-hydroxymethyl isocyanurate, bis-hydroxymethyl isocyanurate, mixed hydroxymethylhydroxy (C 2 - C 6 alkyl) isocyanurates, derivatives of bis- or tris-hydroxymethyl isocyanurate or a mixed hydroxymethyl-hydroxy (C 2 - C 6 alkyl) isocyanurate in which one or more hydroxymethyl groups have been replaced by hydroxypolyoxymethylene groups containing 2-4 oxymethylene groups, oligomers obtained by intercondensation of the above-mentioned compounds during the preparation of the above-mentioned compounds, derivatives of said compounds in which the hydroxy groups are partly etherified and/or esterified, and mixtures of these compounds, is made to react with an organic polyisocyanate or a mixture of polyisocyanates, the ratio of isocyanate groups of said polyisocyanate or mixture to hydroxy groups of said polyol being between 1.0 and 1.5, in the presence of one or more compounds accelerating the reaction of isocyanate groups with hydroxyl groups, wherein said polyol contains at least 2% by weight of solvent.
Claim 2
Dependent Claim 173 words
Process for preparing polyurethanes containing isocyanurate rings from a polyol containing one or more isocyanurate rings, this process being characterized in that said polyol selected from the group consisting of tris-hydroxymethyl isocyanurate, bis-hydroxymethyl isocyanurate, mixed hydroxymethylhydroxy (C 2 - C 6 alkyl) isocyanurates, derivatives of bis- or tris-hydroxymethyl isocyanurate or a mixed hydroxymethyl-hydroxy (C 2 - C 6 alkyl) isocyanurate in which one or more hydroxymethyl groups have been replaced by hydroxypolyoxymethylene groups containing 2-4 oxymethylene groups, oligomers obtained by intercondensation of the above-mentioned compounds during the preparation of the above-mentioned compounds, derivatives of said compounds in which the hydroxy groups are partly etherified and/or esterified, and mixtures of these compounds, is made to react with an organic polyisocyanate or a mixture of polyisocyanates, the ratio of isocyanate groups of said polyisocyanate or mixture to hydroxy groups of said polyol being between 1.0 and 1.5, in the presence of one or more compounds accelerating the reaction of isocyanate groups with hydroxyl groups, wherein said polyol contains at least 2% by weight of solvent.
Claim 3
Dependent Claim 47 words
A process for preparing a polyurethane containing isocyanurate rings, comprising reacting tris hydroxymethyl isocyanurate or a mixture thereof as hereinbefore defined, with a polyisocyanate or a mixture of polyisocyanates in the presence of one or more compounds that accelerate the reaction of isocyanate groups with hydroxyl groups.
Claim 4
Dependent Claim 47 words
A process for preparing a polyurethane containing isocyanurate rings, comprising reacting tris hydroxymethyl isocyanurate or a mixture thereof as hereinbefore defined, with a polyisocyanate or a mixture of polyisocyanates in the presence of one or more compounds that accelerate the reaction of isocyanate groups with hydroxyl groups.
Claim 5
Dependent Claim 21 words
A process according to claim 1, wherein the polyol containing one or more isocyanurate rings is a mixed hydroxymethyl 2-hydroxyalkyl isocyanurate.
Claim 6
Dependent Claim 21 words
A process according to claim 3, wherein the polyol containing one or more isocyanurates rings is a mixed hydroxymethyl 2-hydroxypropyl isocyanurate.
Claim 7
Dependent Claim 15 words
A process according to claim 1 which further includes at least one other different polyol.
Claim 8
Dependent Claim 26 words
A process according to claim 1, wherein the reaction is effected in the presence of one or more blowing agents, whereby a foamed polyurethane is obtained.
Claim 9
Dependent Claim 17 words
A process according to claim 1, wherein the reaction is effected in the presence of a solvent.
Claim 10
Dependent Claim 35 words
A process according to claim 7, wherein the solvent is an aliphatic or cyclo-aliphatic ketone, an aliphatic or cyclo-aliphatic nitrile, dimethyl formamide, dioxane or pyridine or a mixture containing two or more of such solvents.
Claim 11
Dependent Claim 29 words
A process according to claim 1, wherein the polyol containing one or more isocyanurate rings starting material contains from 3% to 8% by weight of water as a solvent.
Claim 12
Dependent Claim 29 words
A process according to claim 7, wherein the polyol containing one or more isocyanurate rings starting material contains from 10% to 30% by weight of dimethyl formamide as solvent.
Claim 13
Dependent Claim 35 words
A process according to claim 1, wherein the polyol containing one or more isocyanurate rings starting material is preheated to a temperature between 30° and 50° C before it is mixed with the other reactants.
Claim 14
Dependent Claim 21 words
A process according to claim 1, wherein the reaction is carried out in the presence of one or more surface-active compounds.
Claim 15
Dependent Claim 61 words
A process according to claim 1, wherein tris-hydroxymethyl isocyanurate which has been obtained by reaction of cyanuric acid with formaldehyde in the form of paraformaldehyde in a molar ratio of 1 : 2 to 1 : 5, in a substantially inert, aprotic polar organic solvent, in the presence of a catalytic amount of acid or base, is used as starting material.
Claim 16
Dependent Claim 13 words
A polyurethane or polyurethane foam, obtained by a process according to claim 1.
Claim 17
Dependent Claim 17 words
Moulded articles fully or partly formed of a polyurethane or polyurethane foam as claimed in claim 14.
Claim 18
Dependent Claim 12 words
A process according to claim 1, wherein said polyol is tris-hydroxymethyl isocyanurate.
Claim 19
Dependent Claim 12 words
A process according to claim 1, wherein said polyol is bis-hydroxymethyl isocyanurate.
Claim 20
Dependent Claim 19 words
A process according to claim 1, wherein said polyol is mixed hydroxymethyl-hydroxy (C 2 - C 6 alkyl) isocyanurate.
Claim 21
Dependent Claim 52 words
A process according to claim 1, wherein said polyol is provided in the form of a mixture of derivatives of bis- or tris-hydroxymethyl isocyanurate or a mixed hydroxymethylhydroxy (C 2 - C 6 alkyl) isocyanurate in which one or more hydroxymethyl groups have been replaced by hydroxypolyoxymethylene groups containing 2-4 oxymethylene groups.

References Cited (Backward Citations)

US3174950A Cited
US3342780A Cited
US3121082A Cited
US3448084A Cited
US3480589A Cited
US3462381A Cited
US3719615A Cited
US3730923A Cited
US3737432A Cited
US3748315A Cited
US3856718A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-20 1980-12-20 1981-06-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-20 1984-12-20 1985-06-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-20 1988-12-20 1989-06-21 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag