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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
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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)

CA542521A Cited
US2633458A Cited
GB983049A Cited
GB1059984A Cited
GB1310672A Cited
GB1530649A Cited
US4317757A Cited
US4379872A Cited

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

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