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US4071313A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurea polycarbamoyl sulphonates

Assignee: Commonwealth Scientific and Industrial Research Organisation
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Filing: 1976-12-02
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Granted: 1978-01-31
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Expires: 1996-12-02
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Abstract

Abstract A composition for the treatment of fibrous materials which has the average molecular formula represented by the structure (I), R(NHCONR'R'')x (NHCOSO3-M+)Y (I) where R is an organic radical, containing at least 6 carbon atoms; R' is an alkyl or aryl radical which may or may not contain substituents; R'' is either hydrogen or an alkyl radical; x and y are each greater than zero and x + y >/=2; M+ is a monovalent cation or one equivalent of a polyvalent cation such that there is electrical neutrality in the molecule; and the molecular weight, as represented by the formula (I), is in excess of 500.

Inventors

  • 👤 Geoffrey Bruce Guise

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 02:29
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/322; D06M13/402; D06M13/432; D06M13/425

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 108 words
A composition for the treatment of fibrous materials which has the average molecular formula represented by the structure (I), r(nhconr'r'').sub.x (NHCOSO.sub.3.sup.- M.sup.+).sub.Y (I) where R is an organic radical, containing at least 6 carbon atoms; R' is an alkyl or aryl radical which may or may not contain substituents; R" is either hydrogen or an alkyl radical; x and y are each greater than zero and x + y ≧ 2; M + is a monovalent cation or one equivalent of a polyvalent cation such that there is electrical neutrality in the molecule; and the molecular weight, as represented by the formula (I), is in excess of 500.
Claim 2
Dependent Claim 108 words
A composition for the treatment of fibrous materials which has the average molecular formula represented by the structure (I), r(nhconr'r'').sub.x (NHCOSO.sub.3.sup.- M.sup.+).sub.Y (I) where R is an organic radical, containing at least 6 carbon atoms; R' is an alkyl or aryl radical which may or may not contain substituents; R" is either hydrogen or an alkyl radical; x and y are each greater than zero and x + y ≧ 2; M + is a monovalent cation or one equivalent of a polyvalent cation such that there is electrical neutrality in the molecule; and the molecular weight, as represented by the formula (I), is in excess of 500.
Claim 3
Dependent Claim 150 words
A method for the preparation of the a composition as defined in claim 1, which comprises reacting a polyisocyanate component (A) which is a compound or mixture of compounds containing on average two or more isocyanate groups attached to carbon atoms, simultaneously or successively with the following components: A. a compound or mixture of compounds containing on average one or more primary and/or secondary amino groups per molecule; B. an aqueous solution containing one or more types of ions selected from metabisulphite, bisulphite and sulphite; C. 75% or more by weight, based on the total mixture, of one or more water-miscible aliphatic solvents containing alcohol and/or ether groups, the proportions of components A, B and C being chosen such that for each mole of isocyanate groups in A there is a total in B and C of at least one mole of amino groups and bisulphite ions or their equivalents.
Claim 4
Dependent Claim 35 words
A method as claimed in claim 2, wherein the proportions of component D and water in component C are such that the product formed in the overall reaction contains more than 10% solids by weight.
Claim 5
Dependent Claim 27 words
A method as claimed in claim 3, wherein the proportion of component D and water are such that the product contains more than 20% solids by weight.
Claim 6
Dependent Claim 84 words
A method as claimed in claim 2, wherein component A is dissolved in solvent D and immediately or after a short delay one of the following alternative steps is performed: 1. a mixture of components B and C is added; or 2. components B and C are added simultaneously; or 3. component B is added, followed by component C; or 4. component C is added, followed by component B; the component B being added as such or in a solution in or organic solvent.
Claim 7
Dependent Claim 23 words
A method as claimed in claim 5, wherein the various steps are performed at a temperature in the range 0° to 40° C.
Claim 8
Dependent Claim 19 words
A method as claimed in claim 6, wherein the temperature is in the range of 0° to 20° C.
Claim 9
Dependent Claim 97 words
A method as claimed in claim 2, wherein the polyisocyanate component (A) is selected from the class consisting of: diisocyanates of structure OCN -- (CH.sub.2).sub.n -- NCO where n is an integer from 2 to 16, 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethylcyclohexane, trimethylhexamethylene diisocyanate, 2-methoxycarbonylpentamethylene-diisocyanate, the isomeric diisocyanato-benzenes, xylenes, naphthalenes, chlorobenzenes and bromobenzenes, the isomeric bisisocyanatomethyl-benzenes, diisocyanato-toluenes, the isomeric bis-(isocyanato) and bis-(isocyanato-methyl)-cyclohexanes and methyl-cyclohexanes, the isomeric bis-(isocyanatocyclohexyl)methanes, diphenyl methane-4,4'diisocyanate, dianisidine diisocyanate, diphenylene diisocyanate, bitolylene diisocyanate, and the commercial product DDI which is a C 36 -diisocyanate; triphenyl methane-4,4',4"-trisocyanate, polymethylene polyphenylisocyanates, and products containing isocyanate rings arising from the trimerisation of aromatic diisocyanates.
Claim 10
Dependent Claim 163 words
A method as claimed in claim 2, wherein the isocyanate component (A) is a higher molecular weight and/or functionality polyisocyanates prepared by the reaction of one or more diisocyanates of structure OCN-(CH.sub.2).sub.n -NCO Where n is an integer from 2 to 16, 1-isocyanate-3-isocyanatomethyl-3,5,5-trimethylcyclohexane, trimethylexamethylene diisocyanate, 2-methoxycarbonyl-pentamethylene-diisocyanate, the isomeric diisocyanato-benzenes, xylenes, naphthalenes, chlorobenzes and bromobenzenes, the isomeric bisisocyanatomethyl-benzenes, diisocyanate-toluenes, the isomeric bis-(isocyanato) and bis-(isocyanatomethyl)-cyclohexanes and methyl-cyclohexanes, the isomeric bis-(isocyanatocyclohexyl)-methanes, diphenyl methane-4,4'diisocyanate, dianisidine diisocyanate, diphenylene diisocyanate, bitolylene diisocyanate, and the commercial product DDI which is a C 36 -diisocyanate with one or more polyols selected from the class consisting of: polyols derived from the polymerisation of cyclic ethers: polycaprolactone polyols, hydroxyl terminated polybutadiene, butadiene-styrene, or butadiene-acrylonitrile copolymers, caster oil and other glycerides of hydroxyacids, polymerised castor oils, the reaction products of ethylene oxide or propylene oxide and castor oil, polyols with a polyester backbone obtained from the reaction of dicarboxylic acids with a slight excess of a diol; glycerol, trimethylolpropane, trimethylol ethane, pentaerythritol and dipentaerythritol.
Claim 11
Dependent Claim 54 words
A method as claimed in claim 2, wherein the amino component (B) comprises one or more compounds (B) having one or more amino groups of the type R 8 NH 2 or R 9 R 10 NH where R 9 is an organic radical and R 10 is either an organic or inorganic radical.
Claim 12
Dependent Claim 110 words
A method as claimed in claim 10, wherein the amino component (B) comprises one or more compounds selected from the class consisting of: primary and secondary aliphatic amines; primary and secondary aromatic or heteroaromatic amines; hydroxylamines of the type R'ONH 2 , HO-NHR' and R'ONHR", mono, di and tri-substituted hydrazines, N-chloroamines, N-substituted sulphamic acids and N-substituted hydroxylamine-O-sulphonic acids; compounds containing two or more primary and/or secondary aliphatic amino groups; diamines of the type R"NHCH 2 CH 2 CH 2 NH 2 where R 11 is an organic radical which are prepared from primary amines by reaction with acrylonitrile, followed by reduction of the resultant nitrile; aromatic diamines; amino terminated polyethers.
Claim 13
Dependent Claim 47 words
A method as claimed in claim 2, wherein the component (C) is a solution prepared by dissolving in water alkali metal and/or ammonium bisulphites and/or metabisulphites, or by passing sulphur dioxide into aqueous solutions of alkali metal or ammonium hydroxides or by acidifying solutions of sulphite salts.
Claim 14
Dependent Claim 48 words
A method as claimed in claim 2, wherein the component (D) is selected from the following class: methanol, ethanol, n-propanol, iso-propanol, the isomeric butanols, tetrahydrofurfuryl alcohol, 2-methoxyethanol, and 2-ethoxyethanol, dioxan, tetrahydrofuran, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, and diethylene glycol diethyl ether.
Claim 15
Dependent Claim 21 words
A method as claimed in claim 13, wherein the component (D) additionally contains water and water-miscible solvent, or a water-immiscible solvent.
Claim 16
Dependent Claim 14 words
Compositions as claimed in claim 1, whenever made by the method of claim 2.
Claim 17
Dependent Claim 30 words
A process for improving the properties of a fibrous material which comprises applying to the material a composition as claimed in claim 1, and curing the composition on the material.
Claim 18
Dependent Claim 11 words
Fibrous materials whenever treated by the process claimed in claim 16.

References Cited (Backward Citations)

US3687605A Cited
US3801272A Cited
US3854873A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-01-30 1981-08-01 1982-01-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-01-30 1985-08-01 1986-01-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-01-30 1989-08-01 1990-01-31 $7700.00 Window Closed / Lapsed

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