Silane copolymer and a method for producing the same

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From silicon reactant having at least one...

Reexamination Certificate

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C424S401000, C424S070120, C514S002600

Reexamination Certificate

active

06228968

ABSTRACT:

TECHNICAL FIELD
The present invention relates to a silane copolymer and a method for producing the same. More particularly, the present invention relates to a silane copolymer which is obtainable by polycondensing, in an aqueous solution, one or more organic silane compounds (I) having a hydrophilic organic group and at least two hydroxyl groups directly bonded to a silicon atom with one or more silane compounds (III) having at least two hydroxyl groups directly bonded to a silicon atom; and a silane copolymer which is obtainable by polycondensing, in an aqueous solution, one or more organic silane compounds (I) with one or more silane compounds (III), then by allowing this resulting organic silane compound-silane copolymer to further cause addition reaction with one or more silane compounds (V) having one hydroxyl group directly bonded to a silicon atom, wherein the composition is endowed with properties based on the silane compound(III) in addition to properties based on the organic silane compound(V) having the hydrophilic group; and a method for producing the same.
PRIOR ART
Conventionally, a polypeptide is used in cosmetics for providing adsorption properties to hair, reducing, skin irritation providing protection by by film forming, providing moisture retention and the like based on the properties of the polypeptide. In addition to the polypeptide, silicone oils (organic silicone compound), various polymers, surfactants and the like are compounded into cosmetics to give cosmetics the properties of these compounding agents in addition to the properties of the polypeptide. However, there has been a problem in that some compounding agents are incompatible with the polypeptide and the properties of the compounding agents and the polypeptide can not be fully manifested.
For example, though a silicone oil has excellent extending property, luster and gloss providing properties, protecting properties by providing water repellency, and the like, since the silicone oil is originally a hydrophobic (lipophilic) substance and incompatible with a hydrophilic polypeptide, aqueous cosmetics compounding the silicone oil lack emulsion stability, even if an emulsifier is compounded together and value as commercial cosmetics is easily lost. Further, a polypeptide in cosmetics is not easily adhered to parts which have been contacted with the silicone oil in cosmetics previously, and inversely, the silicone oil is not easily adhered to parts which have been contacted with the polypeptide previously. Therefore, properties of both components can not be fully manifested.
For solving the above-mentioned problems, a polyoxyalkylene-modified silicone into which a polyoxyalkylene is introduced for the purpose of imparting hydrophilicity to a silicone is used in water-soluble cosmetics. However, this silicone is not easily adsorbed onto hair and skin since it does not have ionicity unlike a polypeptide.
For solving these problems, it is also suggested that a hydrophobic silicone oil is reacted with a hydrophilic polypeptide to synthesize a peptide-modified silicone derivative having properties of the silicone oil and properties of the polypeptide together, in order to solve defects occurring when a silicone oil and a polypeptide are compounded together and to manifest properties of the silicone oil and properties of the polypeptide (JP-A-3-223207).
However, the above-described peptide-modified silicone derivative disclosed in JP-A-3-223207 has a problem in that it causes turbidity and precipitation in storage since pH stability and storage stability thereof in water are poor due to the influence of the silicone portion, which is poorly soluble or insoluble in water, and since hair cosmetics and skin cosmetics are usually water-soluble. Further, there is also a problem in that production of the above-described peptide-modified silicone derivative shows poor reactivity and consequently gives low yield since this production is carried out in water by reacting a silicone oil, which is poorly soluble or insoluble in water, with a water-soluble polypeptide. Therefore, for improving the yield, a water-soluble organic solvent such as alcohol and the like should be added.
For solving these problems, the present inventors have produced, in an aqueous solvent, a silylated peptide in which a functional group containing only one silicon atom is connected to an amino group in a peptide by a covalent bond (JP-A-8-59424 and 8-67608), and which is usable as a base material of cosmetics and in a fiber treating agent.
However, this silylated peptide is inferior to a silicone oil in extending property and smoothness imparting property since it contains a small amount of silyl groups bonded to a peptide chain though it manifests excellent adsorbability onto hair and skin.
On the other hand, it has also been suggested that a polypeptide derivative endowed with properties other than property of a polypeptide is prepared by adding a fatty acid and a functional group to a polypeptide or by effecting esterification, and the polypeptide derivative is compounded in cosmetics to utilize adsorption action onto hair and skin owned by the polypeptide and to manifest the above-described properties on hair and skin. For example, a quaternary ammonium derivative of a peptide, fatty acid acylated derivative of a peptide, esters of a peptide and the like have been widely used in cosmetics.
However, since sites on the polypeptide to which functional groups are introduced are limited, functional groups can not be added, over a certain amount and the properties to be added to a polypeptide have been limited.
Further, adding two or more properties in addition to properties originally owned by a polypeptide and manifesting all properties have been desired.
Problem to be Solved by the Invention
Accordingly, an object of the present invention is to provide a compound which has an desirable property in addition to excellent properties of a silicone compound and a polypeptide, and which can be easily produced in an aqueous system without using an organic solvent and the like.
Means to Solve the Problem
The present inventors have been intensively studied to solve the above-described problem, and, as a result, have found that a silane copolymer defined below can attain this object. The present invention was thus completed.
The present invention provides:
a silane copolymer (T) which is obtainable by polycondensing
one or more organic silane compounds(I) having a hydrophilic group represented by the following general formula (I):
R
1
(3-m)
Si(OH)
m
A—B  (I)
wherein m represents 2 or 3, R
1
represents an alkoxy group, a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, A is a connecting moiety and represents at least one group selected from the group consisting of a methylene group, propylene group, —(CH
2
)
3
OCH
2
CH(OH)CH
2
—, —(CH
2
)
3
S—, —(CH
2
)
3
NH— and —(CH
2
)
3
OCOCH
2
CH
2
—, and B represents a hydrophilic organic group
with
one or more silane compounds(III) represented by the following general formula (III):
R
2
n
Si(OH)
p
Y
(4-p-n)
  (III)
wherein n represents an integer from 0 to 2, p represents an integer from 2 to 4, n+p≦4, R
2
represents an organic group in which a carbon atom is directly connected to the silicon atom and when n is 2, the two R
2
groups may be the same or different, and Y represent at least one group selected from the group consisting of an alkoxy group, hydrogen atom and siloxy group and when 4-p-n is 2, the Y groups may be the same or different.
By the above silane copolymer, excellent properties based on the organic silane compound represented by the general formula (I) and properties based on the silane compound represented by the general formula (III) are together obtained, and further,
an additional property can also be manifested by the added functional group of the silane compound (III).
The present inventors have also found that a silane copolymer excellent in storage stability can be obtained by adding a silane compound having one hydroxyl group to the hydroxy

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