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US1968796A - Agent for wetting - Google Patents

Agent for wetting Download PDF

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Publication number
US1968796A
US1968796A US61405332A US1968796A US 1968796 A US1968796 A US 1968796A US 61405332 A US61405332 A US 61405332A US 1968796 A US1968796 A US 1968796A
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Prior art keywords
mixture
wetting
agent
alcohols
alcohol
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Expired - Lifetime
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Priority claimed from DE1929B0142353 external-priority patent/DE686332C/en
Application filed filed Critical
Priority to US700355A priority Critical patent/US2114042A/en
Application granted granted Critical
Publication of US1968796A publication Critical patent/US1968796A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C305/00Esters of sulfuric acids
    • AHUMAN NECESSITIES
    • A62LIFE-SAVING; FIRE-FIGHTING
    • A62DCHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D1/00Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
    • A62D1/0071Foams

Definitions

  • the instant invention comprehends sulphuric reaction products of the fatty alcohols such as those obtained from cocoanut and palm nut oils.
  • sulphuric reaction products as used herein, includes sulphuric acid esters, sulphonic acids and mixtures or combinations of the same in any desired proportion.
  • the principal object of the present invention is to provide agents of the above nature which are excellently adapted for the many purposes herein later set forth, and which are producible from raw materials at low cost by a minimum number of operations.
  • These agents are most conveniently produced by reacting sulphuric acid or its equivalent with fatty alcohols, such as those produced from cocoanut oil by esterifying the fatty acids derived therefrom with lower aliphatic alcohols and reducing the mixture of esters to alcohols.
  • fatty alcohols such as those produced from cocoanut oil
  • the higher boiling fraction of the distillate consists mainly of myristic and octodecyl alcohols.
  • the sulphuric reaction products obtainable from this fraction are also satisfactory for the purposes 5 for which the product is intended but not to as high a degree as those derived from the lower boiling fraction.
  • the whole distillate or either fraction thereof may be treated with any sulphonating or sulphating agent including concentrated or fuming sulphuric acid, sulphur trioxide, or chlorosulphonic acid, either alone or, if desired, together with a dehydrating media of organic or inorganic nature.
  • any sulphonating or sulphating agent including concentrated or fuming sulphuric acid, sulphur trioxide, or chlorosulphonic acid, either alone or, if desired, together with a dehydrating media of organic or inorganic nature.
  • reaction product as to whether it is an ester, a sulphonate or a mixture thereof is obviously dependent upon the intensity of the sulphonation or sulphating conditions, such as the character and quantity of the sulphonating or sulphating agent and the temperature maintained during the reaction.
  • Example 1 A mixture of fatty alcohols consisting principally of lauric alcohol is obtained from cocoanut oil by esterification of the fatty acids with ethyl alcohol, reduction of the ethyl ester, distillation of the reduced product and collection of the first 50 to 60% of the distillate. This mixture in a quantity of 100 kgs. is melted at a temperature of about 30 C. and treated with 50 kgs. of chlorosulphonic acid at the said temperature.
  • Example 2 A mixture of alcohols obtained as described in the above example, in a quantity of 100 kgs. is treated with kgs. of fuming sulphuric acid at a temperature of 100 C.
  • reaction products of the above processes are directly neutralized by means of soda lye and then separated by known methods from inorganic impurities, such as sodium sulphate or sodium chloride.
  • the products of the present invention and in particular those obtained from the mixture composed largely of lauric alcohol are very stable, are very soluble in water, and are excellent for moistening and foaming purposes in many commercial processes, such as those employed in the textile, leather, pharmaceutical, ceramic and metal working industries.
  • the products are also suitable for use in manufacturing insecticides and dust binding agents and as a foaming agent in fire extinguishers, in which case 5% of the product is added to a 10% solution of sodium bicarbonate to be reacted in the extinguisher with sulphuric acid.
  • the products are useful in substantially all processes wherein there is involved moistening, permeating, emulsifying, cleaning, softening, introducing active substances or forming protective colloids.
  • a medium for wetting, permeating and producing foam and dispersion comprising a mixture of true sulphonates 01 primary myristyl alcohol and primary octadecyl alcohol.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Business, Economics & Management (AREA)
  • Emergency Management (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Colloid Chemistry (AREA)

Description

Patented July 31, 1934 UNITED STATES PATENT OFFICE AGENT FOR WETTING, EMULSIFYING, ETC.
Heinrich Bertsch, Chemnitz, Germany, assignor, by mesne assignments, to American Hyalsol Corporation, Wilmington, Del., a corporation of Delaware No Drawing. Original application March 6, 1930, Serial No. 433,815. Divided and this application May 27, 1932, Serial No. 614,053.
dia adapted for wetting, emulsifying and like purposes. This application is a division of Ser. No.
433,815, filed March 6, 1930, relating to the preparation of these agents.
More particularly, the instant invention comprehends sulphuric reaction products of the fatty alcohols such as those obtained from cocoanut and palm nut oils. The phrase sulphuric reaction products as used herein, includes sulphuric acid esters, sulphonic acids and mixtures or combinations of the same in any desired proportion.
The principal object of the present invention is to provide agents of the above nature which are excellently adapted for the many purposes herein later set forth, and which are producible from raw materials at low cost by a minimum number of operations.
These agents are most conveniently produced by reacting sulphuric acid or its equivalent with fatty alcohols, such as those produced from cocoanut oil by esterifying the fatty acids derived therefrom with lower aliphatic alcohols and reducing the mixture of esters to alcohols. Instead of using the whole mixture of alcohols from the cocoanut oil, it is preferred to employ only the lower boiling portion thereof such as the first 50 to 60% of a distillate collected during distillation of the mixture. This portion of the distillate consists principally of lauric alcohol.
The higher boiling fraction of the distillate consists mainly of myristic and octodecyl alcohols. The sulphuric reaction products obtainable from this fraction are also satisfactory for the purposes 5 for which the product is intended but not to as high a degree as those derived from the lower boiling fraction.
In the production of the product, the whole distillate or either fraction thereof may be treated with any sulphonating or sulphating agent including concentrated or fuming sulphuric acid, sulphur trioxide, or chlorosulphonic acid, either alone or, if desired, together with a dehydrating media of organic or inorganic nature.
The nature of the reaction product as to whether it is an ester, a sulphonate or a mixture thereof is obviously dependent upon the intensity of the sulphonation or sulphating conditions, such as the character and quantity of the sulphonating or sulphating agent and the temperature maintained during the reaction.
Herein follow some examples of methods by which the products of the present invention may be prepared. It is to be understood, however, that the sulphuric reaction products as disclosed and In Germany claimed herein may be produced by other processes from lauric and related fatty alcohols.
Example 1 A mixture of fatty alcohols consisting principally of lauric alcohol is obtained from cocoanut oil by esterification of the fatty acids with ethyl alcohol, reduction of the ethyl ester, distillation of the reduced product and collection of the first 50 to 60% of the distillate. This mixture in a quantity of 100 kgs. is melted at a temperature of about 30 C. and treated with 50 kgs. of chlorosulphonic acid at the said temperature.
Example 2 A mixture of alcohols obtained as described in the above example, in a quantity of 100 kgs. is treated with kgs. of fuming sulphuric acid at a temperature of 100 C.
The reaction products of the above processes are directly neutralized by means of soda lye and then separated by known methods from inorganic impurities, such as sodium sulphate or sodium chloride.
The true sulphonic acids of the fatty alcohols obtained by energetic sulphonation at elevated temperatures, as has been described in Example 2 above, are extremely valuable in the treatment of fibrous material, for the reason that they do not split off sulphuric acid even during the drying and calendering of the textile at elevated temperatures. Ordinary or unstable sulphuric reaction products of fats and oils used for sizing purposes break up splitting off sulphuric acid, with the result that frequently the fibers are injured.
The products of the present invention, and in particular those obtained from the mixture composed largely of lauric alcohol are very stable, are very soluble in water, and are excellent for moistening and foaming purposes in many commercial processes, such as those employed in the textile, leather, pharmaceutical, ceramic and metal working industries. The products are also suitable for use in manufacturing insecticides and dust binding agents and as a foaming agent in fire extinguishers, in which case 5% of the product is added to a 10% solution of sodium bicarbonate to be reacted in the extinguisher with sulphuric acid. In fact the products are useful in substantially all processes wherein there is involved moistening, permeating, emulsifying, cleaning, softening, introducing active substances or forming protective colloids.
Having thus described the invention, what is ducing foam and dispersion comprising true phonates or the lower boiling alcohols obtained from cocoanut oil.
5. A true sulphonate or primary myri styl alcohol. g
"6. Atrue sulphonate of primary octadecyl alcohol. 1
7. A medium for wetting, permeating and producing foam and dispersion comprising a mixture of true sulphonates 01 primary myristyl alcohol and primary octadecyl alcohol.
v HEINRICH BERTSCH.
US61405332 1928-03-30 1932-05-27 Agent for wetting Expired - Lifetime US1968796A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US700355A US2114042A (en) 1928-03-30 1933-11-29 Sulphuric derivatives of higher alcohols

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1929B0142353 DE686332C (en) 1929-03-06 1929-03-06 Wetting agents, foaming agents and dispersants
US433815A US1968794A (en) 1929-03-06 1930-03-06 Process of making sulphuric reaction products of aliphatic alcohols

Publications (1)

Publication Number Publication Date
US1968796A true US1968796A (en) 1934-07-31

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US61405332 Expired - Lifetime US1968796A (en) 1928-03-30 1932-05-27 Agent for wetting

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2934451A (en) * 1945-03-14 1960-04-26 William W Prichard Anti-vesicant coating composition
US2956947A (en) * 1957-08-06 1960-10-18 Union Carbide Corp Fire extinguishing method
US3003971A (en) * 1944-04-06 1961-10-10 Du Pont Stabilized tertiary n-chlorourea compositions
US4612991A (en) * 1985-03-18 1986-09-23 Phillips Petroleum Co. Oil recovery process

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3003971A (en) * 1944-04-06 1961-10-10 Du Pont Stabilized tertiary n-chlorourea compositions
US2934451A (en) * 1945-03-14 1960-04-26 William W Prichard Anti-vesicant coating composition
US2956947A (en) * 1957-08-06 1960-10-18 Union Carbide Corp Fire extinguishing method
US4612991A (en) * 1985-03-18 1986-09-23 Phillips Petroleum Co. Oil recovery process

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