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GB1370111A - Quaternary ammonium benzimidazole derivatives as their use as textile treatment agents - Google Patents

Quaternary ammonium benzimidazole derivatives as their use as textile treatment agents

Info

Publication number
GB1370111A
GB1370111A GB669971A GB669971A GB1370111A GB 1370111 A GB1370111 A GB 1370111A GB 669971 A GB669971 A GB 669971A GB 669971 A GB669971 A GB 669971A GB 1370111 A GB1370111 A GB 1370111A
Authority
GB
United Kingdom
Prior art keywords
alkyl
group
benzimidazole derivative
integer
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB669971A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Ltd
Original Assignee
Procter and Gamble Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Procter and Gamble Ltd filed Critical Procter and Gamble Ltd
Priority to GB669971A priority Critical patent/GB1370111A/en
Priority to US00203415A priority patent/US3809646A/en
Priority to DE19712160411 priority patent/DE2160411A1/en
Priority to FR7143907A priority patent/FR2117493A5/fr
Priority to BE776343A priority patent/BE776343A/en
Priority to AT1053271A priority patent/AT324514B/en
Priority to NL7116806A priority patent/NL7116806A/xx
Priority to CA129,534A priority patent/CA999596A/en
Priority to GB5822570A priority patent/GB1344634A/en
Priority to GB1488371*[A priority patent/GB1374989A/en
Priority to ES400353A priority patent/ES400353A1/en
Priority to IE27572A priority patent/IE36200B1/en
Priority to ES400481A priority patent/ES400481A1/en
Priority to BE780516A priority patent/BE780516A/en
Priority to DE19722211577 priority patent/DE2211577A1/en
Priority to CH357472A priority patent/CH549685A/en
Priority to FR7208507A priority patent/FR2128852B1/fr
Priority to SE7203106A priority patent/SE378817B/xx
Priority to PH13331*UA priority patent/PH9625A/en
Priority to AT204272A priority patent/AT323302B/en
Priority to CA136,804A priority patent/CA970781A/en
Priority to NLAANVRAGE7203245,A priority patent/NL168281C/en
Priority to NL7203246A priority patent/NL7203246A/xx
Priority to FR7208508A priority patent/FR2129614A5/fr
Priority to DE2211576A priority patent/DE2211576C3/en
Priority to BE780512A priority patent/BE780512A/en
Priority to AT204372A priority patent/AT321906B/en
Priority to IT2176072A priority patent/IT950123B/en
Priority to IT2175972A priority patent/IT950122B/en
Priority to US00361740A priority patent/US3856684A/en
Publication of GB1370111A publication Critical patent/GB1370111A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/14—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/325—Amines
    • D06M13/335—Amines having an amino group bound to a carbon atom of a six-membered aromatic ring
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
    • D06M13/473—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • G—PHYSICS
    • G08—SIGNALLING
    • G08B—SIGNALLING OR CALLING SYSTEMS; ORDER TELEGRAPHS; ALARM SYSTEMS
    • G08B13/00—Burglar, theft or intruder alarms
    • G08B13/02—Mechanical actuation
    • G08B13/12—Mechanical actuation by the breaking or disturbance of stretched cords or wires

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)

Abstract

1370111 Treating textiles PROCTER & GAMBLE Ltd 10 March 1972 [12 March 1971] 6699/71 Heading DIP [Also in Divisions C2 and C5] A textile treatment agent useful as a detergent and/or as a textile anti-static, anti-soil or softening agent comprises a quaternary ammonium benzimidazole derivative of the formula or the corresponding zwitterionic form: wherein either (i) R 1 is a (C 14-22 ) alkyl group or an alkylphenyl or alkylbenzyl group having 8-16 carbon atoms in the alkyl chain, and R 2 is a (C 1 -C 6 ) alkyl group or a group of the formula (C 2 H 4 O) m H wherein m is an integer of from 1 to 20, or (ii) R 1 and R 2 are (C 10 -C 22 ) alkyl groups or alkylbenzyl or alkylphenyl groups as defined above; R 3 is (C 1 -C 6 ) alkyl or a group of the formula (C 2 H 4 O) m H wherein m is an integer from 1-20, n is an integer from 1-4 and X is an anion, together with a pH buffering substance such as a watersoluble phosphate, carbonate, borate, citrate or tartrate or a corresponding acid, such that the pH of a solution of the agent of concentration such that it contains 0.1 % by weight of the benzimidazole derivative is below the pKa value of the benzimidazole derivative. The specification also describes and claims a textile treatment composition comprising a water-soluble non-cationic surface active agent such as an alkali metal alkyl benzene sulphonate, an alkyl sulphate or an alkyl ether sulphate, together with an alkaline detergency building compound such as sodium or potassium phosphate, polyphosphate, carbonate silicate or nitrilotriacetate, and a benzimidazole derivative as described above.
GB669971A 1970-12-08 1971-03-12 Quaternary ammonium benzimidazole derivatives as their use as textile treatment agents Expired GB1370111A (en)

Priority Applications (30)

Application Number Priority Date Filing Date Title
GB669971A GB1370111A (en) 1970-12-08 1971-03-12 Quaternary ammonium benzimidazole derivatives as their use as textile treatment agents
US00203415A US3809646A (en) 1970-12-08 1971-11-30 Novel ammoniophenolate compounds
DE19712160411 DE2160411A1 (en) 1970-12-08 1971-12-06 Surface-active compounds
FR7143907A FR2117493A5 (en) 1970-12-08 1971-12-07
BE776343A BE776343A (en) 1970-12-08 1971-12-07 TENSIO-ACTIVE COMPOUNDS
AT1053271A AT324514B (en) 1970-12-08 1971-12-07 TEXTILE SOFTENING MIX
NL7116806A NL7116806A (en) 1970-12-08 1971-12-07
CA129,534A CA999596A (en) 1970-12-08 1971-12-07 Surface active and textile softening compounds
GB5822570A GB1344634A (en) 1970-12-08 1971-12-08 Surface active and textile softening compounds
GB1488371*[A GB1374989A (en) 1970-12-08 1971-12-08 Surface treating method
ES400353A ES400353A1 (en) 1971-03-12 1972-03-02 Procedure for the obtaining of textile softening detergent compositions. (Machine-translation by Google Translate, not legally binding)
IE27572A IE36200B1 (en) 1971-03-12 1972-03-06 Novel quaternary ammonium benzimidazole derivatives and their use as textile treatment agents
ES400481A ES400481A1 (en) 1971-03-12 1972-03-06 Procedure for preparing imidazole derivatives of active surface. (Machine-translation by Google Translate, not legally binding)
BE780516A BE780516A (en) 1970-12-08 1972-03-10 NEW SURFACTANTS
DE19722211577 DE2211577A1 (en) 1970-12-08 1972-03-10 New surface-active compounds
CH357472A CH549685A (en) 1970-12-08 1972-03-10 COMMERCIAL TEXTILE TREATMENT AGENT.
FR7208507A FR2128852B1 (en) 1970-12-08 1972-03-10
SE7203106A SE378817B (en) 1970-12-08 1972-03-10
PH13331*UA PH9625A (en) 1971-03-12 1972-03-10 New surface active compounds and compositions
AT204272A AT323302B (en) 1970-12-08 1972-03-10 TEXTILE TREATMENT PRODUCTS
CA136,804A CA970781A (en) 1970-12-08 1972-03-10 Surface active compounds and compositions
NLAANVRAGE7203245,A NL168281C (en) 1970-12-08 1972-03-10 METHOD FOR PREPARING A TEXTILE SOFTENING PREPARATION BASED ON AN IMIDA SOLE DERIVATIVE
NL7203246A NL7203246A (en) 1970-12-08 1972-03-10
FR7208508A FR2129614A5 (en) 1970-12-08 1972-03-10
DE2211576A DE2211576C3 (en) 1970-12-08 1972-03-10 Use of quaternary benzimidazoles as fabric softeners with a simultaneous dirt-releasing effect
BE780512A BE780512A (en) 1970-12-08 1972-03-10 TEXTILE TREATMENT AGENTS
AT204372A AT321906B (en) 1970-12-08 1972-03-10 PROCESS FOR PRODUCING NEW IMIDAZOLE DERIVATIVES
IT2176072A IT950123B (en) 1971-03-12 1972-03-11 SURFACTIVE COMPOUNDS
IT2175972A IT950122B (en) 1971-03-12 1972-03-11 AGENTS FOR THE TREATMENT OF TEXTILE MATERIALS AND DETERGENTS
US00361740A US3856684A (en) 1970-12-08 1973-05-18 Composition containing benzimidazole derivatives for softening rinse

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
GB5822570 1970-12-08
GB669971A GB1370111A (en) 1970-12-08 1971-03-12 Quaternary ammonium benzimidazole derivatives as their use as textile treatment agents
GB5701971 1971-12-08
GB5702071 1971-12-08
GB1488371*[A GB1374989A (en) 1970-12-08 1971-12-08 Surface treating method
US23003272A 1972-02-28 1972-02-28
US00361740A US3856684A (en) 1970-12-08 1973-05-18 Composition containing benzimidazole derivatives for softening rinse

Publications (1)

Publication Number Publication Date
GB1370111A true GB1370111A (en) 1974-10-09

Family

ID=27562556

Family Applications (3)

Application Number Title Priority Date Filing Date
GB669971A Expired GB1370111A (en) 1970-12-08 1971-03-12 Quaternary ammonium benzimidazole derivatives as their use as textile treatment agents
GB1488371*[A Expired GB1374989A (en) 1970-12-08 1971-12-08 Surface treating method
GB5822570A Expired GB1344634A (en) 1970-12-08 1971-12-08 Surface active and textile softening compounds

Family Applications After (2)

Application Number Title Priority Date Filing Date
GB1488371*[A Expired GB1374989A (en) 1970-12-08 1971-12-08 Surface treating method
GB5822570A Expired GB1344634A (en) 1970-12-08 1971-12-08 Surface active and textile softening compounds

Country Status (10)

Country Link
US (2) US3809646A (en)
AT (3) AT324514B (en)
BE (3) BE776343A (en)
CA (2) CA999596A (en)
CH (1) CH549685A (en)
DE (3) DE2160411A1 (en)
FR (3) FR2117493A5 (en)
GB (3) GB1370111A (en)
NL (3) NL7116806A (en)
SE (1) SE378817B (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3951879A (en) * 1973-12-14 1976-04-20 Colgate-Palmolive Company Detergent that reduces electrostatic cling of synthetic fabrics
US3997453A (en) * 1974-02-11 1976-12-14 Colgate-Palmolive Company Softener dispersion
US3984335A (en) * 1975-01-16 1976-10-05 Basf Wyandotte Corporation Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom
US4306081A (en) * 1980-01-18 1981-12-15 Albee Laboratories, Inc. Symmetrical quaternary ammonium compounds and their use in heavy metals recovery
US4335219A (en) * 1981-04-06 1982-06-15 The Dow Chemical Company Process for reacting isocyanates in the presence of quaternary ammonium zwitterions
US4485048A (en) * 1982-08-09 1984-11-27 Akzona Incorporated Ethoxylated quaternary benzyl compounds
US4687509A (en) * 1986-05-19 1987-08-18 The Dow Chemical Company N,N,N-tributyl-(3-hydroxybenzyl)ammonium salts and a method for increasing yield of soybeans
US5234817A (en) * 1988-10-07 1993-08-10 Eastman Kodak Company Wash solution containing a cationic surfactant and its use in chlamydial and gonococcal determinations
EP0736594A1 (en) * 1995-04-03 1996-10-09 The Procter & Gamble Company Soaker compositions
US6087313A (en) * 1997-02-27 2000-07-11 The Procter & Gamble Company Soaker compositions
CA2547749A1 (en) * 2003-12-03 2005-07-07 The Procter & Gamble Company Automatic machine laundering of fabrics
US7371718B2 (en) * 2005-04-22 2008-05-13 The Dial Corporation Liquid fabric softener
US9826876B2 (en) 2013-09-30 2017-11-28 Kimberly-Clark Worldwide, Inc. Low-moisture cloud-making cleaning article
CN103951702B (en) * 2014-05-09 2016-05-18 齐齐哈尔大学 1,1 '-dialkyl group-3, the preparation method of salt compound in 3 '-(2-phosphate-1,3-propylidene) imidazoles

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1287585B (en) * 1963-12-13 1969-01-23 Hoechst Ag Process for the preparation of benzimidazolium compounds
CH443777A (en) * 1965-08-06 1968-02-15 Agripat Sa Process for protecting textile keratin fibers from insect caused damage and means for carrying out this process
US3673209A (en) * 1965-08-06 1972-06-27 Geigy Chem Corp Biocidally active benzimidazole compounds

Also Published As

Publication number Publication date
BE780516A (en) 1972-09-11
NL168281C (en) 1981-10-16
US3809646A (en) 1974-05-07
DE2160411A1 (en) 1972-06-22
NL7203245A (en) 1972-09-14
FR2128852A1 (en) 1972-10-20
NL7203246A (en) 1972-09-14
BE776343A (en) 1972-06-07
SE378817B (en) 1975-09-15
DE2211576C3 (en) 1982-01-28
US3856684A (en) 1974-12-24
AT323302B (en) 1975-07-10
DE2211576B2 (en) 1981-04-30
FR2117493A5 (en) 1972-07-21
CA970781A (en) 1975-07-08
CA999596A (en) 1976-11-09
FR2128852B1 (en) 1976-08-06
GB1344634A (en) 1974-01-23
DE2211577A1 (en) 1972-09-21
GB1374989A (en) 1974-11-20
BE780512A (en) 1972-09-11
NL7116806A (en) 1972-06-12
CH549685A (en) 1974-05-31
AT324514B (en) 1975-09-10
NL168281B (en) 1981-10-16
FR2129614A5 (en) 1972-10-27
DE2211576A1 (en) 1972-09-21
AT321906B (en) 1975-04-25

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee