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US4098954A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for eliminating or preventing the brightening effects of anionic optical brighteners

Assignee: Sandoz AG
•
Filing: 1977-01-10
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Granted: 1978-07-04
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Expires: 1997-01-10
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Abstract

Abstract A method for eliminating or preventing the brightening effect on materials, particularly fibrous materials such as textiles and paper, of anionic optical brightening agents involving the use of hydrosoluble acid addition salts or quaternary ammonium salts of compounds containing the group of formula: ##STR1## wherein the benzene radical is linked within the group at its m- or p-positions.

Inventors

  • 👤 Giuseppe Raspanti

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 12:02
CPC Classifications
D; D21; D21H; D21H21/00; D21H21/14; D21H21/30; D21H17/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31971; Y10T428/31993

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 229 words
A method of eliminating the brightening effect produced by or preventing the brightening effect from being produced by an anionic optical brightener on material comprising applying to the material substrate a water-soluble acid addition salt of quaternary ammonium salt of a compound produced by the acylation of an excess of a polyethylenepolyamine of formula, H(HN--CH.sub.2 --CH.sub.2).sub.p --NH.sub.2 in which p is an integer 2 to 5, with isophthalic or terephthalic acid or a functional derivative thereof in a molar ratio exceeding 1.5:1, subsequently cyclizing the product to afford imidazoline groups, and optionally reacting the product further by: a) full alkylation, b) partial alkylation followed by acylation in a molar ratio of initial to present acylating agent of 1:0.3 to 1:1.0, with a bifunctional acylating agent which is a saturated aliphatic dicarboxylic acid of formula, HOOC--(CH.sub.2).sub.q --COOH in which q is an integer 1 to 6, or a functional derivative thereof, or a functional derivative of carbonic acid, (c) acylation as described above with respect to (b), (d) acylation as described above with respect to (b) followed by alkylation, or (e) partial alkylation, which alkylation or quaternary ammonium salt formation is effected with an alkylating agent yielding a methyl, ethyl or phenyl- or naphthyl-substituted methyl or ethyl group, and which quaternary ammonium salt does not contain a nitrogen atom bearing more than two phenyl- or naphthyl-substituted methyl or ethyl groups.
Claim 2
Independent Claim 229 words
A method of eliminating the brightening effect produced by or preventing the brightening effect from being produced by an anionic optical brightener on material comprising applying to the material substrate a water-soluble acid addition salt of quaternary ammonium salt of a compound produced by the acylation of an excess of a polyethylenepolyamine of formula, H(HN--CH.sub.2 --CH.sub.2).sub.p --NH.sub.2 in which p is an integer 2 to 5, with isophthalic or terephthalic acid or a functional derivative thereof in a molar ratio exceeding 1.5:1, subsequently cyclizing the product to afford imidazoline groups, and optionally reacting the product further by: a) full alkylation, b) partial alkylation followed by acylation in a molar ratio of initial to present acylating agent of 1:0.3 to 1:1.0, with a bifunctional acylating agent which is a saturated aliphatic dicarboxylic acid of formula, HOOC--(CH.sub.2).sub.q --COOH in which q is an integer 1 to 6, or a functional derivative thereof, or a functional derivative of carbonic acid, (c) acylation as described above with respect to (b), (d) acylation as described above with respect to (b) followed by alkylation, or (e) partial alkylation, which alkylation or quaternary ammonium salt formation is effected with an alkylating agent yielding a methyl, ethyl or phenyl- or naphthyl-substituted methyl or ethyl group, and which quaternary ammonium salt does not contain a nitrogen atom bearing more than two phenyl- or naphthyl-substituted methyl or ethyl groups.
Claim 3
Dependent Claim 89 words
A method according to claim 1, in which the salt is one of a compound produced by the acylation of an excess of diethylene triamine by isophthalic or terephthalic acid dimethyl ester in a molar ratio of amine to ester exceeding 1.5:1, subsequently cyclizing the product to afford imidazoline groups, and acylating the product with a compound of the formula, CH.sub.3 OOC(CH.sub.2).sub.q COOCH.sub.3 where q is an integer 1 to 6, in a molar ratio of the compound to isophthalic or terephthalic acid dimethyl ester of 0.3:1 to 1.0:1.
Claim 4
Dependent Claim 73 words
A method according to claim 1, in which the salt is one of a compound produced by the acylation of an excess of diethylene triamine by isophthalic or terephthalic acid dimethyl ester in a molar ratio of amine to ester exceeding 1.5:1, subsequently cyclizing the product to afford imidazoline groups, and acylating the product with urea in a molar ratio of urea to isopthalic or terephthalic acid dimethyl ester of 0.3:1 to 1.0:1.
Claim 5
Dependent Claim 35 words
A method according to claim 1, in which the alkyl group introduced by way of: (a) alkylation, (b) quaternary ammonium salt formation, or (c) alkylation and quaternary ammonium salt formation is unsubstituted methyl or ethyl.
Claim 6
Dependent Claim 10 words
A material substrate prepared by the method of claim 1.
Claim 7
Dependent Claim 32 words
A method according to claim 1, in which the anion of the acid addition or quaternary ammonium salt is that of a strong inorganic acid or of a strong mixed organic-inorganic acid.
Claim 8
Dependent Claim 18 words
A method according to claim 6, in which the salt is an acid addition salt with hydrochloric acid.
Claim 9
Dependent Claim 13 words
A method according to claim 1, in which the polyethylenepolyamine is diethylene triamine.
Claim 10
Dependent Claim 29 words
A method according to claim 1, in which the product of the reaction between the polyethylenepolyamine and either isophthalic or terephthalic acid is acylated with a bifunctional acylating agent.
Claim 11
Dependent Claim 15 words
A method according to claim 9, in which the bifunctional acylating agent is adipic acid.
Claim 12
Dependent Claim 15 words
A method according to claim 9, in which the bifunctional acylating agent is dimethyl adipate.
Claim 13
Dependent Claim 16 words
A method according to claim 9, in which the bifunctional acylating agent is phosgene or urea.
Claim 14
Dependent Claim 27 words
A method according to claim 1, in which the salt is applied to the material substrate by impregnating the latter with an aqueous solution of the salt.
Claim 15
Dependent Claim 13 words
A method according to claim 1, in which the material substrate is fibrous.
Claim 16
Dependent Claim 16 words
A method according to claim 14, in which the fibrous material substrate is a paper substrate.
Claim 17
Dependent Claim 21 words
A method according to claim 1, in which the optical brightener whose effect is eliminated or prevented bears sulphonic acid groups.
Claim 18
Dependent Claim 24 words
A method according to claim 15, in which an aqueous solution of the salt is applied to paper in the stock before sheet formation.
Claim 19
Dependent Claim 18 words
A method according to claim 15, in which paper is coated with a paste containing the brightening-eliminating salt.
Claim 20
Dependent Claim 37 words
A method according to claim 1, in which the salt is applied to the material substrate in an amount by weight from 0.5 to 50 times that of the optical brightener whose effect is to be suppressed.

References Cited (Backward Citations)

US3639642A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-07-03 1982-01-02 1982-07-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-07-03 1986-01-02 1986-07-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-07-03 1990-01-02 1990-07-04 $7700.00 Window Closed / Lapsed

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