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US4514547A
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2-Hydroxypropane sulphonic acid derivatives: their preparation and curable compositions thereof
Assignee: Shell USA Inc
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Filing: 1983-04-28
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Granted: 1985-04-30
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Expires: 2003-04-28
Abstract
Abstract The invention provides 2-hydroxypropane sulphonic acid derivatives of general formula ##STR1## wherein n is a number having an average value from 0 to 12, ○A denotes saturation or aromatic unsaturation in an associated carbocyclic ring and the or each of the R 1 and R 2 groups are independently selected from hydrogen and C 1-12 alkyl groups provided that each --C(R 1 )(R 2 )-- group contains not more than 13 carbon atoms; and salts thereof; a process for their preparation and curable compositions containing them.
Inventors
- 👤 Arend Noordam
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 10:47
CPC Classifications
C; C07; C07C; C07C309/00; C08; C08G; C08G59/00; C08G59/14; C08G59/1405; C08G59/1411; C08K; C08K5/00; C08K5/36; C08K5/41; C08K5/42
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
72 words
A 2-hydroxypropane sulphonic acid derivative of general formula ##STR5## wherein n is a number having an average value from 0 to 12, ○A denotes saturation of aromatic unsaturation in an associated carbocyclic ring, and each of the R 1 and R 2 groups are independently selected from hydrogen and C 1-12 alkyl groups provided that each --C(R 1 )(R 2 )-group contains not more than 13 carbon atoms; or a salt thereof.
Claim 2
Dependent Claim
72 words
A 2-hydroxypropane sulphonic acid derivative of general formula ##STR5## wherein n is a number having an average value from 0 to 12, ○A denotes saturation of aromatic unsaturation in an associated carbocyclic ring, and each of the R 1 and R 2 groups are independently selected from hydrogen and C 1-12 alkyl groups provided that each --C(R 1 )(R 2 )-group contains not more than 13 carbon atoms; or a salt thereof.
Claim 3
Dependent Claim
32 words
The derivative of claim 1 wherein each A moiety denotes aromatic unsaturation, n has an average value from 0 to 9 and the R 1 and R 2 groups are methyl groups.
Claim 4
Dependent Claim
20 words
The derivative of claim 1 in the form of the free acid or a tertiary or quaternary ammonium salt thereof.
Claim 5
Dependent Claim
201 words
A process for preparing the derivative of claim 1 wherein an epoxy resin of general formula ##STR6## wherein R 1 , R 2 , n and A are as defined in claim 1, is reacted with an ammonium sulphite or bisulphite of formula ##STR7## wherein R 3 is hydrogen and either R 4 , R 5 and R 6 are independently, selected from C 1-6 alkyl and 2-hydroxyalkyl groups or R 4 is a benzyl group optionally substituted by a methyl, methoxy or trifluoromethyl group and/or one or more halogen atoms or nitro groups and R 5 is a methyl group and R 6 is a methyl, ethyl or 2-hydroxyethyl group, provided that the total number of carbon atoms in the groups R 4 , R 5 and R 6 does not exceed 10; or R 3 , R 4 , R 5 and R 6 are independently C 1-4 alkyl groups; or R 3 , R 4 and R 5 are methyl groups and R 6 is a benzyl group or a C 5-16 alkyl group in homogeneous solution in an inert solvent, followed by evaporation of the solvent to isolate the corresponding ammonium salt of the sulphonic acid derivative.
Claim 6
Dependent Claim
36 words
A curable composition comprising a 2-hydroxypropane sulphonic acid derivative of claim 1 or a salt thereof and a synthetic co-curing resin selected from the group consisting of urea-formaldehyde resins, melamine-formaldehyde resins, benzo-guanamine-formaldehyde resins and phenolic resins.
Claim 7
Dependent Claim
14 words
A curable composition of claim 5 wherein the co-curing resin is a melamine-formaldehyde resin.
Claim 8
Dependent Claim
12 words
The curable composition of claim 6 wherein the melamine-formaldehyde resin is hexamethoxymethylmelamine.
Claim 9
Dependent Claim
32 words
The process of claim 4 wherein the ammonium salt is converted to the corresponding free acid by the addition of a strong acid followed by the separation of the precipitated free acid.
Claim 10
Dependent Claim
25 words
The process of claim 4 wherein the ammonium salt is converted to the corresponding sodium or potassium salt with an appropriate metal oxide or hydroxide.
References Cited (Backward Citations)
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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) | 1988-04-29 | 1988-10-29 | 1989-04-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-04-29 | 1992-10-29 | 1993-04-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-04-29 | 1996-10-29 | 1997-04-30 | $7700.00 | Window Closed / Lapsed |