GB773794A - Improvements in or relating to the production and/or stabilisation of hydroquinones - Google Patents

Improvements in or relating to the production and/or stabilisation of hydroquinones

Info

Publication number
GB773794A
GB773794A GB1256954A GB1256954A GB773794A GB 773794 A GB773794 A GB 773794A GB 1256954 A GB1256954 A GB 1256954A GB 1256954 A GB1256954 A GB 1256954A GB 773794 A GB773794 A GB 773794A
Authority
GB
United Kingdom
Prior art keywords
juglone
lawsone
naphthazarin
benzoquinone
hydroquinone
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
GB1256954A
Inventor
Raymond Stanley Ma Frohnsdorff
John Upton Lewin
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.)
Gillette Industries Ltd
Original Assignee
Gillette Industries 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 Gillette Industries Ltd filed Critical Gillette Industries Ltd
Priority to GB1256954A priority Critical patent/GB773794A/en
Priority to FR1129542D priority patent/FR1129542A/en
Publication of GB773794A publication Critical patent/GB773794A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/88Use of additives, e.g. for stabilisation
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/06Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
    • C07C37/07Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation with simultaneous reduction of C=O group in that ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers

Abstract

Quinones are reduced to hydroquinones and/or hydroquinones are stabilized by treating a quinone or hydroquinone with an aqueous alkaline solution of an alkali metal borohydride. Such solution may be used for dyeing keratinous material such as wool or hair, and the hydroquinone oxidized on the fibre, the pH being reduced to destroy the borohydride if desired, or the oxidation may take place in alkaline solution. A primary aliphatic or arylaliphatic amine and an antifoaming agent may be present in the dye solution. The rate of reduction to hydroquinone may be speeded up in some cases by the addition of alcohols. Quinones specified are benzoquinone, hydroxybenzoquinone, methoxybenzoquinone, 2-aminobenzoquinone, 2,5-bis - diethylamino-benzoquinone, anilinoquinone, 2,5-dihydroxybenzoquinone, 2,5-dimethoxybenzoquinone, chloroquinone, 1,4-naphthoquinone, lawsone, juglone, menaphthone, 2-amino - 1,4 - naphthoquinone, 1,2 - naphthoquinone-4-sulphonic acid sodium salt, 2,3-dichlor - 1,4 - naphthoquinone, naphthazarin, indigo, alizarin. In examples: (1) lawsone, juglone and naphthazarin are each ground with potassium borohydride and the mixtures added to water, the solutions are subsequently acidified or reduced in pH by addition of a buffer, and used to dye hair and wool cloth. Also in examples: (2) mixtures of (a) trihydroxybenzene and lawsone, (b) lawsone and juglone, (c) juglone and naphthazarin, and (d) lawsone, juglone and naphthozarin are similarly treated.ALSO:Quinones are reduced to hydroquinones and/or hydroquinones are stabilized by treating a quinone or hydroquinone with an aqueous alkaline solution of an alkali metal borohydride. Such solutions may be used for dyeing keratinous material such as wool or hair, and the hydroquinone oxidized on the fibre, the pH being reduced to destroy the borohydride if desired, or the oxidation may take place in alkaline solution. A primary aliphatic or arylaliphatic amine and an antifoaming agent may be present in the dye solution. The rate of reduction to hydroquinone may be speeded up in some cases by the addition of alcohols. Quinones specified are benzoquinone, hydroxy benzoquinone, methoxybenzoquinone, 2 - aminobenzo, quinone, 2.5 - bis - diethylamino - benzoquinone, anilinoquinone, 2.5 - dihydroxy-benzoquinone, 2.5 - dimethoxybenzoquinone, chloroquinone, 1.4 - naphthquinone, lawsone, juglone, menaphthone, 2-amino - 1.4 - naphtho quinone, 1.2 - naphthoquinone - 4 - sulphonic acid sodium salt, 2.3-dichlor- 1.4naphthoaquinone naphthazarin, indigo, alizarin. In examples, (1) lawsone, juglone and naphthazarin are each ground with potassium borohydride and the mixture added to water, the solutions are subsequently acidified or reduced in pH by addition of a buffer, and used to dye hair and wool cloth. Also in examples (2) mixtures of (a) trihydroxybenzene and lawsone, (b) lawsone and juglone, (c) juglone and naphthazarin, and (d) lawsone, juglone and naphthazarin are similarly treated.
GB1256954A 1954-04-30 1954-04-30 Improvements in or relating to the production and/or stabilisation of hydroquinones Expired GB773794A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB1256954A GB773794A (en) 1954-04-30 1954-04-30 Improvements in or relating to the production and/or stabilisation of hydroquinones
FR1129542D FR1129542A (en) 1954-04-30 1955-04-29 Improvements in the preparation and stabilization of hydroquinones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1256954A GB773794A (en) 1954-04-30 1954-04-30 Improvements in or relating to the production and/or stabilisation of hydroquinones

Publications (1)

Publication Number Publication Date
GB773794A true GB773794A (en) 1957-05-01

Family

ID=10007067

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1256954A Expired GB773794A (en) 1954-04-30 1954-04-30 Improvements in or relating to the production and/or stabilisation of hydroquinones

Country Status (2)

Country Link
FR (1) FR1129542A (en)
GB (1) GB773794A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106008236A (en) * 2016-05-19 2016-10-12 岳阳中展科技有限公司 Preparation method of colorless DMP-30

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4147625A (en) * 1978-04-26 1979-04-03 Continental Oil Company Method for clarifying discolored trimethylhydroquinone solutions
LU83807A1 (en) * 1981-12-02 1983-09-01 Oreal USE OF BENZOQUINONES FOR THE DIRECT COLORING OF KERATINIC FIBERS

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106008236A (en) * 2016-05-19 2016-10-12 岳阳中展科技有限公司 Preparation method of colorless DMP-30

Also Published As

Publication number Publication date
FR1129542A (en) 1957-01-22

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