GB441408A - Process for the manufacture of pyrene compounds - Google Patents

Process for the manufacture of pyrene compounds

Info

Publication number
GB441408A
GB441408A GB21338/34A GB2133834A GB441408A GB 441408 A GB441408 A GB 441408A GB 21338/34 A GB21338/34 A GB 21338/34A GB 2133834 A GB2133834 A GB 2133834A GB 441408 A GB441408 A GB 441408A
Authority
GB
United Kingdom
Prior art keywords
acid
pyrene
sulphonated
sulphonic
hydroxy
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
GB21338/34A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB21338/34A priority Critical patent/GB441408A/en
Publication of GB441408A publication Critical patent/GB441408A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/04—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis by substitution of SO3H groups or a derivative thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
    • C07C303/06—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/50—Pyrenes; Hydrogenated pyrenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)

Abstract

Pyrene and hydroxypyrene sulphonic acids; acid wool dyes and substantive dyes, dyeing with.--Pyrene is exhaustively sulphonated by customary sulphonating agents and promoters such as mercury salts, to give the 3 : 5 : 8 : 10 tetra-sulphonic derivative. Pyrene already sulphonated in the 3, 3 : 8, or 3 : 10 positions may also be used. The product may be converted by means of strong alkaline agents into a compound in which one or more of the sulphonic groups have been replaced by hydroxy groups. According to examples: (1) pyrene is sulphonated with a sulphuric acid monohydrate with or without the addition of kieselguhr, or with sodium sulphate and sulphuric monohydrate; (2) pyrene-3-sulphonic acid is similarly sulphonated to give the tetrasulphonic acid; (3) pyrene 3 : 5 : 8 : 10-tetrasodium sulphonate is converted into a 3-hydroxy-5 : 8 : 10-trisulphonic acid, a dihydroxy-disulphonic acid, and a tetrahydroxy-pyrene, by means of caustic soda, milk of lime or aqueous ammonia. The tetrahydroxypyrene may be methylated or easily converted into naphthalene tetracarboxylic acid, and the hydrolysis with ammonia produces a 3-amino-5 : 8 : 10-trisulphonic acid as a dye-product. The hydroxy-sulphonic acids dye wool from an acid bath and may be after-treated with basic substances such as triethanolamine, hexahydroaniline, and barium hydroxide, or chromates, to give yellow to brown shades. The tetrahydroxypyrene has affinity for animal and cellulosic fibres and yields brown shades on after-treating with chromates.
GB21338/34A 1934-07-20 1934-07-20 Process for the manufacture of pyrene compounds Expired GB441408A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB21338/34A GB441408A (en) 1934-07-20 1934-07-20 Process for the manufacture of pyrene compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB21338/34A GB441408A (en) 1934-07-20 1934-07-20 Process for the manufacture of pyrene compounds

Publications (1)

Publication Number Publication Date
GB441408A true GB441408A (en) 1936-01-20

Family

ID=10161185

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21338/34A Expired GB441408A (en) 1934-07-20 1934-07-20 Process for the manufacture of pyrene compounds

Country Status (1)

Country Link
GB (1) GB441408A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007064809A3 (en) * 2005-12-02 2007-12-27 Sachem Inc Anion-exchange displacement chromatography process and anionic organic compounds for use as displacer compounds in anion-exchange displacement chromatography process
CN105272886A (en) * 2014-07-15 2016-01-27 海门市黄海化工厂 Preparing method of 8-hydroxy-1,3,6-pyrene trisulphonic acid sodium salt
CN116003225A (en) * 2023-02-09 2023-04-25 中钢集团南京新材料研究院有限公司 Preparation method of high-yield and high-purity 1-hydroxy pyrene

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007064809A3 (en) * 2005-12-02 2007-12-27 Sachem Inc Anion-exchange displacement chromatography process and anionic organic compounds for use as displacer compounds in anion-exchange displacement chromatography process
KR101408026B1 (en) * 2005-12-02 2014-06-20 사켐,인코포레이티드 Anion-exchange displacement chromatography process and anionic organic compounds for use as displacer compounds in anion-exchange displacement chromatography process
CN105272886A (en) * 2014-07-15 2016-01-27 海门市黄海化工厂 Preparing method of 8-hydroxy-1,3,6-pyrene trisulphonic acid sodium salt
CN116003225A (en) * 2023-02-09 2023-04-25 中钢集团南京新材料研究院有限公司 Preparation method of high-yield and high-purity 1-hydroxy pyrene
CN116003225B (en) * 2023-02-09 2024-02-27 中钢集团南京新材料研究院有限公司 Preparation method of high-yield and high-purity 1-hydroxy pyrene

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