GB1107260A - The preparation of arenesulphonate esters of polyalkylene oxide polyols - Google Patents

The preparation of arenesulphonate esters of polyalkylene oxide polyols

Info

Publication number
GB1107260A
GB1107260A GB4015267A GB4015267A GB1107260A GB 1107260 A GB1107260 A GB 1107260A GB 4015267 A GB4015267 A GB 4015267A GB 4015267 A GB4015267 A GB 4015267A GB 1107260 A GB1107260 A GB 1107260A
Authority
GB
United Kingdom
Prior art keywords
alk
formula
excess
amount
polyalkylene oxide
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
GB4015267A
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.)
3M Co
Original Assignee
Minnesota Mining and Manufacturing Co
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 Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co
Publication of GB1107260A publication Critical patent/GB1107260A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C311/03—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C311/05—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms to acyclic carbon atoms of hydrocarbon radicals substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • 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
    • C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/38—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reaction of ammonia or amines with sulfonic acids, or with esters, anhydrides, or halides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/73—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Polyalkylene oxide polyols of formula [HO(alk-O)n]mQ are reacted with excess aryl sulphonyl chloride in an amount up to 5% greater than the stoichiometric proportion in the presence of sufficient triethylamine to combine with the hydrochloric acid formed but not more than 10% in excess of this amount, to give the aryl sulphonate esters of formula [ArSO2O(alk-O)n]mQ in which Ar is an aromatic group, e.g. phenyl, p - tolyl, p - chlorophenyl, p - bromophenyl, p - anisyl or m - nitrophenyl; Q is the hydrocarbon residue of a C2-C6 aliphatic polyol having 2 or 3 hydroxy groups; alk is a divalent alkylene group, m is 2 or 3; and n is 3-20, the product of n and m having a maximum of about 50. The starting polyol compounds may be used in the form of a mixture.ALSO:Polyalkylene oxide polyols of formula [HO(alk-O)n]mQ are reacted with excess aryl sulphonyl chloride in an amount up to 5% greater than the stoichiometric proportion in the presence of sufficient triethylamine to combine with the hydrochloric acid formed but not more than 10% in excess of this amount to give the aryl sulphonate esters of formula [ArSO2O(alk-O)n]mQ in which Ar is an aromatic group, e.g. phenyl, p-tolyl, p-chlorophenyl, p-bromophenyl, p-anisyl r m-nitrophenyl; Q is the hydrocarbon residue of a C2-C6 aliphatic polyol having 2 or 3 hydroxyl groups; m is 2 or 3; alk is a divalent alkylene group; and n is 3-20, the product of n and m having a maximum of about 50. The starting polyols may be used in the form of a mixture. The process is preferably carried out in the presence of a non-aqueous solvent, e.g. benzene, toluene, xylene, ethers such as diethyl ethers, chlorinated hydrocarbons, e.g. methylene chloride and ketones, e.g. acetone. The starting polyol compound may be purified by a process of reduction before use.
GB4015267A 1964-03-09 1965-03-09 The preparation of arenesulphonate esters of polyalkylene oxide polyols Expired GB1107260A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US35055364A 1964-03-09 1964-03-09

Publications (1)

Publication Number Publication Date
GB1107260A true GB1107260A (en) 1968-03-27

Family

ID=23377221

Family Applications (3)

Application Number Title Priority Date Filing Date
GB4015367A Expired GB1106643A (en) 1964-03-09 1965-03-09 Perfluoroalkanesulphonamidoalkanol arenesulphonates and their preparation
GB1004965A Expired GB1106642A (en) 1964-03-09 1965-03-09 Fluorocarbon polyamines and their preparation
GB4015267A Expired GB1107260A (en) 1964-03-09 1965-03-09 The preparation of arenesulphonate esters of polyalkylene oxide polyols

Family Applications Before (2)

Application Number Title Priority Date Filing Date
GB4015367A Expired GB1106643A (en) 1964-03-09 1965-03-09 Perfluoroalkanesulphonamidoalkanol arenesulphonates and their preparation
GB1004965A Expired GB1106642A (en) 1964-03-09 1965-03-09 Fluorocarbon polyamines and their preparation

Country Status (3)

Country Link
DE (3) DE1259333B (en)
FR (1) FR1437500A (en)
GB (3) GB1106643A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2921142A1 (en) * 1979-05-25 1980-12-11 Bayer Ag USE OF PERFLUOROALKANE SULFONAMIDE SALT AS SURFACTANT
DE19720536B4 (en) * 1997-05-16 2005-03-17 Dbt Gmbh Trough with closable bottom opening for chain conveyor, especially for mining use
US8258341B2 (en) * 2009-07-10 2012-09-04 E.I. Du Pont De Nemours And Company Polyfluorosulfonamido amine and intermediate

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB693980A (en) * 1950-08-04 1953-07-08 Courtaulds Ltd Process for preparing linear polyethers
US3118945A (en) * 1960-09-02 1964-01-21 Du Pont Process for preparing polyfluoroalkylamines

Also Published As

Publication number Publication date
DE1259333B (en) 1968-01-25
DE1273527B (en) 1968-07-25
FR1437500A (en) 1966-05-06
GB1106643A (en) 1968-03-20
GB1106642A (en) 1968-03-20
DE1275054B (en) 1968-08-14

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