Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From silicon reactant having at least one...
Patent
1995-03-06
1996-06-25
Marquis, Melvyn I.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From silicon reactant having at least one...
528 30, 525474, C08G 7704
Patent
active
055300847
DESCRIPTION:
BRIEF SUMMARY
DESCRIPTION
1. Field of the Invention
The present invention relates to phosphate-modified organo(poly)siloxanes which are useful as a component of toiletries (perfumes and cosmetics), and further to a process for producing phosphate-modified organo(poly)siloxanes, which is suitable for the manufacture of said organo(poly)siloxanes whose terminals are modified by phosphates.
2. Description of the Background Art
Organopolysiloxanes (silicone oils) are commonly used as a component of hair-finishing agents, as well as a component of various cosmetics, because they impart no greasy feeling and are highly safe. Recently, in addition to the conventional use as a component of cosmetics, application of these compounds as a component of various toiletry items including perfumes has been studied. In order to conform to these new applications, further improvements in the characteristics of organopolysiloxanes, such as compatibility, resistance to chemicals, solubility in water, lubricity, and the like, are required.
To satisfy these requirements, various organopolysiloxanes modified by introducing different functional groups, for example, amino-modified, epoxy-modified, carboxylic acid-modified, mercapto-modified, alcohol-modified, polyether-modified, fluoroalkyl-modified, alkyl-modified, ester-modified, and alkoxy-modified organopolysiloxanes have been studied and developed.
On the other hand, phosphoric esters of organic hydroxy compounds (including alkali metal salts thereof and the like) are known to have an excellent surface activity. In particular, phosphoric monoesters are known to exhibit much higher surface activity than phosphoric diesters. For example, alkali metal salts or alkanol amine salts of phosphoric monoester of a long chain alkyl alcohol are water-soluble, and their aqueous solutions exhibit strong foaming capability and detergency, while the salts of phosphoric diester are scarcely soluble in water, exhibit almost no foaming capability, and moreover cause defoaming activity.
As compounds which have both the characteristics of the above-described phosphoric esters of organic hydroxy compounds and the aforementioned modified organopolysiloxanes, U.S. Pat. No. 5,070,171 and U.S. Pat. No. 5,093,452 disclosed certain compounds in which salts of phosphoric ester are introduced to the silicon atoms of the siloxane bonds in its main chain (excluding the both ends) via a lower alkylene group (limited only to the group having 3 carbon atoms) or polyalkyleneoxy groups, as connective groups, using 115% phosphoric acid, phosphorus pentoxide, or polyphosphoric acid.
However, the above-described conventional modified organopolysiloxanes are not necessarily satisfactory as a component of toiletries. Polyether-modified organopolysiloxanes, for example, have a problem in that they have poor heat stability in emulsion systems due to the cloud point phenomenon which is characteristic to the nonionic surface active agents comprising polyether bonds, rendering them unsuitable for practical use. The compounds disclosed in U.S. Pat. No. 5,070,171 and U.S. Pat. No. 5,093,452 are not satisfactory as an ingredient of toiletries, since they have only a small phosphorylation rate because of defects in the preparation method and are composed of a mixture with a small content of monoesters which are useful as surfactants. In addition, since the alkylene groups are of short chain, the overall hydrophilic-hydrophobic characteristic is imbalanced, giving rise to weak surface activity. They are thus not satisfactory as ingredients to be incorporated into toiletries.
Accordingly, an object of the present invention is to provide a modified organo(poly)siloxane exhibiting excellent compatibility, emulsifying capability, foaming capability, and the like, which is suitable for use as an ingredient of toiletries. Another object is to provide a novel process for the manufacture of a modified organo(poly)siloxane, which can be applied to the preparation of said modified organo(poly)siloxanes of the present invention.
DISCLOSURE OF THE I
REFERENCES:
patent: 5070171 (1991-12-01), O'Lenick, Jr.
patent: 5149765 (1992-09-01), O'Lenick, Jr.
patent: 5237035 (1993-08-01), O'Lenick, Jr. et al.
Fujikura Yoshiaki
Ihara Takeshi
Kita Katsumi
Yano Shinji
Kao Corporation
Marquis Melvyn I.
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