GB899824A - Surface-active acetals and formals - Google Patents

Surface-active acetals and formals

Info

Publication number
GB899824A
GB899824A GB3036058A GB3036058A GB899824A GB 899824 A GB899824 A GB 899824A GB 3036058 A GB3036058 A GB 3036058A GB 3036058 A GB3036058 A GB 3036058A GB 899824 A GB899824 A GB 899824A
Authority
GB
United Kingdom
Prior art keywords
formula
compounds
hydrogen atom
alkyl group
methyl group
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
GB3036058A
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas 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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB899824A publication Critical patent/GB899824A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

Hydrocarbon oils may be emulsified with water using 0,1 to 1% of an acid sensitive non-ionic surface-active acetal or formal of the general formula <FORM:0899824/III/1> to give emulsions which can be broken by treatment with a dilute acid at elevated temperature. In the above formula, R is a hydrogen atom or an alkyl group, R1 is an alkyl group, there being a total of 8-24 carbon atoms in each pair of R and R1 taken together, R2 is a hydrogen atom or a methyl group, A is an oxygen or sulphur atom and n is an integer from 6 to about 50, or a mixture of such compounds containing different numbers of ethenoxy groups, the average value of n being from 6 to about 50.ALSO:The invention comprises compounds of the general formula <FORM:0899824/IV (a)/1> where R is a hydrogen atom or alkyl group, R1 is an alkyl group, there being a total of from 8 to 24 carbon atoms in R and R1 taken together, R2 is a hydrogen atom or a methyl group, A is oxygen or sulphur and n is an integer from 6 to about 50 and mixture of such compounds containing different numbers of ethenoxy groups, the average value of n being from 6 to 50. The compounds may be prepared by reacting two mols. of a compound of the formula <FORM:0899824/IV (a)/2> where X is chlorine or bromine with a glycol of the formula HO(CH2CH2O)nH in the presence of a strongly basic inorganic neutralizing agent, for example potassium hydroxide, at about 50 DEG -70 DEG C. Alternatively, when an acetal is desired, i.e. R2 is a methyl group, 2 mols. of a vinyl ether of the formula <FORM:0899824/IV (a)/3> may be reacted with a glycol HO(CH2CH2O)nH in the presence of an acid such as hydrochloric or phosphoric acids, boron trifluoride or its co-ordination complexes. Many reactants for both methods are listed and examples are given. Oil-water emulsions containing the novel compounds as emulsifier may be broken on acidification of the emulsion.ALSO:The invention comprises compounds of the general formula <FORM:0899824/IV (b)/1> where R is a hydrogen atom or alkyl group, R1 is an alkyl group, there being a total of from 8 to 24 carbon atoms in each pair of R and R1 taken together, R2 is a hydrogen atom or a methyl group, A is oxygen or sulphur and n is an integer from 6 to about 50 and mixtures of such compounds containing different numbers of ethenoxy groups, the average value of n being from 6 to about 50. The compounds may be prepared by reacting two mols of a compound of the formula <FORM:0899824/IV (b)/2> where X is chlorine or bromine with a glycol of the formula HO(CH2CH2O)nH in the presence of a strongly basic inorganic neutralising agent, for example potassium hydroxide, at about 50 DEG C.-70 DEG C. Alternatively, when an acetal is desired, i.e. R2 is a methyl group, 2 mols of a vinyl ether of the formula <FORM:0899824/IV (b)/3> may be reacted with a glycol HO(CH2CH2O)2H in the presence of an acid such as hydrochloric or phosphoric acids, boron trifluoride or its coordination complexes. Many reactants for both methods are listed and examples are given. Oil-water emulsions containing the novel compounds as emulsifier may be broken on acidification of the emulsion.
GB3036058A 1957-09-24 1958-09-23 Surface-active acetals and formals Expired GB899824A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US68579257A 1957-09-24 1957-09-24

Publications (1)

Publication Number Publication Date
GB899824A true GB899824A (en) 1962-06-27

Family

ID=24753689

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3036058A Expired GB899824A (en) 1957-09-24 1958-09-23 Surface-active acetals and formals

Country Status (1)

Country Link
GB (1) GB899824A (en)

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