GB835779A - Improvements in or relating to triazolyl-stilbene optical whitening agents - Google Patents

Improvements in or relating to triazolyl-stilbene optical whitening agents

Info

Publication number
GB835779A
GB835779A GB363257A GB363257A GB835779A GB 835779 A GB835779 A GB 835779A GB 363257 A GB363257 A GB 363257A GB 363257 A GB363257 A GB 363257A GB 835779 A GB835779 A GB 835779A
Authority
GB
United Kingdom
Prior art keywords
bis
triazolyl
group
stilbene
disulphonic acid
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
GB363257A
Inventor
Dennis Arthur William Adams
Asim Kumar Sarkar
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.)
Hickson and Welch Ltd
Original Assignee
Hickson and Welch 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 Hickson and Welch Ltd filed Critical Hickson and Welch Ltd
Priority to GB363257A priority Critical patent/GB835779A/en
Publication of GB835779A publication Critical patent/GB835779A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

Liquid or solid washing preparations contain bis-triazolyl stilbenes of the general formula <FORM:0835779/III/1> where A represents a residue of the formula <FORM:0835779/III/2> or <FORM:0835779/III/3> in which R1 is hydrogen or a hydrocarbon radical (which may be substituted other than by a chromophoric or auxochromic group), such as an alkyl, aralkyl or aryl group and R2 is hydrogen or a hydrocarbon radical (which may be substituted other than by a chromophoric or auxochromic group) such as an alkyl, aralkyl or aryl group, or is a hydroxyalkyl or polyethenoxy group, and salts of such compounds, e.g. the alkali-metal salts. A specified detergent composition comprises an optical whitening agent according to the invention and dodecyl benzene sodium sulphonate, sodium metasilicate, sodium pyrophosphate and sodium sulphate. The preparation of the stilbenes is described (see Group IV (b)).ALSO:The invention comprises bis-triazolyl stilbenes having the general formula <FORM:0835779/IV (b)/1> where A represents a residue of the formula <FORM:0835779/IV (b)/2> in which R1 is hydrogen or a hydrocarbon radical (which may be substituted other than by a chromophoric or auxochromic group), such as an alkyl, aralkyl or aryl group and R2 is hydrogen or a hydrocarbon radical (which may be substituted other than by a chromophoric or auxochromic group) such as an alkyl, aralkyl or aryl group, or is an hydroxy alkyl or polyethanoxy group, and salts of such compounds e.g. the alkali metal salts. They are optical whitening agents and may be used in baths if desired with other optical whitening agents for the treatment of cellulosic or woollen materials, paper and photographic paper and in washing preparations (see Group III). The bis-triazolyl stilbenes may be prepared by oxidizing bis-o-amino azo dyes of the general formula <FORM:0835779/IV (b)/3> where B represents a residue of the formula <FORM:0835779/IV (b)/4> the resulting disulphonic acid being isolated, if desired, in salt form. The oxidation may be effected with sulphuryl chloride, cuprammonium sulphate, a soluble copper sulphate-pyridine complex, copper sulphate in diethanol amine or an alkali metal hypochlorite. The dyes are prepared by tetrazotizing diamines of the formula <FORM:0835779/IV (b)/5> and coupling the product with the appropriate amine BH. Examples describe the preparation from the appropriate amines of (1) 4 : 41-bis-(1111 - phenyl - 3111 - methyl) - pyrazolo - (411 : 511-4111 : 5111) triazolyl - stilbene - 2 : 21 - disulphonic acid and its disodium salt; (2) 4,41-bis-(1111-p-tolyl - 3111 - methyl) - pyrazolo - (411 : 511 - 4111 : 5111) - triazolyl - stilbene - 2 : 21 - disulphonic acid as its disodium salt; (3) 4,41-bis-(1111-p-chlorophenyl - 3111 - methyl) - pyrazolo - (411 : 511 - 4111 : 5111) - triazolyl - stilbene - 2 : 21 - di-sulphonic acid; (4) 4,41 - bis - indazolo-(411 : 511 - 6111 : 7111) triazolyl - stilbene - 2 : 21-disulphonic acid and its disodium salt; (5) 4,41-bis - indazolo - (411 : 511 - 4111 : 5111) - triazolyl-stilbene-2-21-disulphonic acid and its sodium salt.ALSO:Textile materials are treated with, as whitening agents, bis-triazolyl stilbenes having the general formula <FORM:0835779/IV(c)/1> where A represents a residue of the formula <FORM:0835779/IV(c)/2> , <FORM:0835779/IV(c)/3> or <FORM:0835779/IV(c)/4> in which R1 is hydrogen or a hydrocarbon radical (which may be substituted other than by a chromophoric or auxochromic group), such as an alkyl, aralkyl or aryl group and R2 is hydrogen or a hydrocarbon radical (which may be substituted other than by a chromophoric or auxochromic group) such as an alkyl, aralkyl or aryl group, or is a hydroxyalkyl or polyethenoxy group, and salts of such compounds, e.g. the alkali metal salts. They may be used in baths, if desired with other optical whitening agents, for the treatment of cellulosic or woollen materials during their manufacture or thereafter, for example, in liquid or solid washing preparations and in the treatment of paper and photographic paper. The bistriazolyl stilbenes may be prepared by oxidizing (see Group IV (b)) bis-o-amino azo dyes of the general formula <FORM:0835779/IV(c)/5> where B represents a residue of the formula <FORM:0835779/IV(c)/6> , <FORM:0835779/IV(c)/7> or <FORM:0835779/IV(c)/8> The dyes are prepared by tetrazotizing diamines of the formula <FORM:0835779/IV(c)/9> and coupling the product with the appropriate amine BH. Examples describe the preparation from the appropriate amines of (1) 4 : 41-bis-(1111 - phenyl - 3111 - methyl) - pyrazolo - (411 : 511 : 4111 : 5111) - triazolyl - stilbene - 2 : 21-disulphonic acid and its disodium salt; (2) 4,41 - bis - (1111 - p - tolyl - 3111 - methyl) - pryazolo - (411 : 511-4111 : 5111) - triazolyl - stilbene-2 : 21-disulphonic acid as its disodium salt; (3) 4,41 - bis - (1111 - p - chlorophenyl - 3111-methyl) - pyrazolo - (411 : 511 : 4111 : 5111) - triazolyl - stilbene - 2 : 21 - disulphonic acid; (4) 4,41 - bis - indazolo - (411 : 511 - 6111 : 7111)-triazolyl - stilbene - 2 : 21 - disulphonic acid and disodium salt; (5) 4,41-bis-indazolo-(411 : 511 4111 : 5111) - triazolyl - stilbene - 2,21 - disulphonic acid and its sodium salt. A detergent and whitening composition comprises an optical whitening agent according to the invention and dodecyl benzene sodium sulphonate, sodium metasilicate, sodium pyrophosphate and sodium sulphate.
GB363257A 1957-02-01 1957-02-01 Improvements in or relating to triazolyl-stilbene optical whitening agents Expired GB835779A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB363257A GB835779A (en) 1957-02-01 1957-02-01 Improvements in or relating to triazolyl-stilbene optical whitening agents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB363257A GB835779A (en) 1957-02-01 1957-02-01 Improvements in or relating to triazolyl-stilbene optical whitening agents

Publications (1)

Publication Number Publication Date
GB835779A true GB835779A (en) 1960-05-25

Family

ID=9761980

Family Applications (1)

Application Number Title Priority Date Filing Date
GB363257A Expired GB835779A (en) 1957-02-01 1957-02-01 Improvements in or relating to triazolyl-stilbene optical whitening agents

Country Status (1)

Country Link
GB (1) GB835779A (en)

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