US3669962A
Expired / Lapsed
US
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Process for the preparation of hydroxybenzyl-substituted isocyanurates
Assignee: Goodrich Corp
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Filing: 1969-05-27
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Granted: 1972-06-13
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Expires: 1989-05-27
Abstract
Abstract Hydroxybenzyl-substituted isocyanurates are prepared by the reaction of a phenol with cyanuric acid or a partial ester of cyanuric acid and formaldehyde in an alcoholic reaction medium. The hydroxybenzyl-substituted isocyanurates and particularly 3,5dialkyl-4-hydroxybenzyl isocyanurates are useful stabilizers for a wide variety of organic materials including olefin homopolymers and copolymers.
Inventors
- 👤 Peter D Smith
- 👤 George Kletecka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 16:15
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3477; C09; C09K; C09K15/00; C09K15/04; C09K15/30
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
23 words
The process of claim 1 wherein the reaction is conducted in the presence of an organic or inorganic basic compound as a catalyst.
Claim 2
Dependent Claim
29 words
The process of claim 2 wherein (1) is a 2,6-dialkyl phenol wherein R2 and R3 are alkyl groups containing from 1 to 12 carbon atoms and R6 is hydrogen.
Claim 3
Dependent Claim
39 words
The process of claim 3 wherein the organic or inorganic basic compound is selected froM the group consisting of primary, secondary and tertiary monoamines, primary, secondary and tertiary polyamines, alkali metal alcoholates, alkali metal hydroxides and quaternary ammonium hydroxides.
Claim 4
Dependent Claim
34 words
The process of claim 4 wherein (1) is a 2,6-di-tertiary alkyl phenol wherein R2 and R3 are tertiary alkyl groups containing from 4 to 8 carbon atoms and R4, R5 and R6 are hydrogen.
Claim 5
Dependent Claim
21 words
The process of claim 5 wherein the formaldehyde liberating compound is selected from the group consisting of formalin, paraformaldehyde and trioxane.
Claim 6
Dependent Claim
28 words
The process of claim 6 wherein the alcohol contains from 1 to 4 carbon atoms and the temperature of the reaction is from about 90 to 150* C.
Claim 7
Dependent Claim
36 words
The process of claim 7 wherein the organic heterocyclic compound is cyanuric acid, (1) is 2,6-di-t-butyl phenol, the formaldehyde-liberating compound is paraformaldehyde and the basic compound is a polyamine containing up to about 10 carbon atoms.
Claim 8
Dependent Claim
11 words
The process of claim 8 wherein the basic compound is hexamethylenetetraamine.
Claim 9
Dependent Claim
53 words
The process of claim 7 wherein the organic heterocyclic compound is a partial ester of cyanuric acid wherein R is an alkyl group containing from 6 to 18 carbon atoms, (1) is 2,6-di-t-butyl phenol, the formaldehyde-liberating compound is paraformaldehyde and the basic compound is a polyamine containing up to about 10 carbon atoms.
Claim 10
Dependent Claim
10 words
The process of claim 10 wherein the catalyst is hexamethylenetetraamine.
Claim 11
Dependent Claim
17 words
The process of claim 5 wherein the methylol derivative of cyanuric acid and 2,6-di-t-butyl phenol are employed.
Claim 12
Dependent Claim
19 words
The process of claim 12 wherein the basic compound is a polyamine containing up to about 10 carbon atoms.
Claim 13
Dependent Claim
34 words
The process of claim 5 wherein the methylol derivative of a partial ester of cyanuric acid wherein R is an alkyl radical containing from 6 to 18 carbon atoms and 2,6-di-t-butyl phenol are employed.
Claim 14
Dependent Claim
19 words
The process of claim 14 wherein the basic compound is a polyamine containing up to about 10 carbon atoms.
Claim 15
Dependent Claim
28 words
The process of claim 3 wherein (1) is 2,6-di-t-butyl phenol, the organic heterocyclic compound is cyanuric acid, the formaldehyde-liberating compound is paraformaldehyde and the basic compound is hexamethylenetetraamine.
Claim 16
Dependent Claim
45 words
The process of claim 3 wherein (1) is 2,6-di-t-butyl phenol, the organic heterocyclic compound is a partial ester of cyanuric acid wherein R is an alkyl radical containing from 6 to 18 carbon atoms, the formaldehyde-liberating compound is paraformaldehyde and the basic compound is hexamethylenetetraamine.
References Cited (Backward Citations)
US2454078A
Cited
US3531483A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-06-13 | 1975-12-13 | 1976-06-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-13 | 1979-12-13 | 1980-06-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-13 | 1983-12-13 | 1984-06-13 | $7700.00 | Window Closed / Lapsed |