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Organosiloxane containing anhydride groups and manufacturing method thereof

An organosiloxane, a technology for a manufacturing method, applied in organic chemistry, organic silicon compounds, chemical instruments and methods, etc., can solve problems such as low hydrophilicity, reduced purity, and changes over time

Active Publication Date: 2013-06-05
SHIN ETSU CHEM IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when an alkoxysilane containing an acid anhydride group is hydrolyzed and condensed to have a plurality of acid anhydride groups in the molecule, since water is used, there is a problem that changes over time due to the ring-opening reaction of the acid anhydride ring occur and the purity decreases.
In addition, since the acid anhydride group has low hydrophilicity, it becomes difficult to control the affinity with the hydrophilic inorganic substrate

Method used

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  • Organosiloxane containing anhydride groups and manufacturing method thereof
  • Organosiloxane containing anhydride groups and manufacturing method thereof
  • Organosiloxane containing anhydride groups and manufacturing method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0179] Example 1 (Manufacture of succinic anhydride-modified methoxysiloxane)

[0180] Production of succinic anhydride-modified methoxysiloxane was carried out through the following two steps (A) and (B).

[0181] (A) Manufacturing process of methoxy group-containing methylhydrogen siloxane

[0182] Si 4 o 3 (OCH 3 ) 10 (In formula [1] stipulated in the present invention, R 2 =CH 3 , the partial hydrolysis condensate of alkoxysilane with n=0) after 85.0g (0.181mol) of methoxysiloxane and 43.4g (0.181mol) of tetramethyltetrahydrocyclotetrasiloxane, the side While stirring, 0.0646 g of trifluoromethanesulfonic acid was added, and the mixture was reacted at room temperature for 4 hours. After the reaction, add Mg to the system 6 Al 2 (OH) 16 CO 3 4H 2 0.388 g of a solid alkaline neutralizer represented by O was stirred for 2 hours, neutralized with trifluoromethanesulfonic acid, and purified by filtration to obtain 122 g of product-1 (methyl hydrogen silicon contai...

Embodiment 2

[0207] Example 2 (Manufacture of succinic anhydride / polyether co-modified methoxysiloxane-1)

[0208] Production of succinic anhydride / polyether co-modified methoxysiloxane was carried out through the step (A) of Example 1 and the following two steps of (C).

[0209] (C) Step of introducing polyether group and acid anhydride group into methoxy group-containing methylhydrogen siloxane

[0210] First, an operation for reacting an allyl polyether with a part of the ≡SiH group contained in the methoxy group-containing methylhydrogensiloxane is performed.

[0211] Into a 1-liter 3-neck flask equipped with a stirrer, a thermometer, and a Jimrot cooling tube, 120 g of the product-1 (methoxy-containing methylhydrogensiloxane) obtained in the step (A) of Example 1 and After 36 g of toluene, 1.50 g of a toluene solution (Pt concentration: 0.5% by mass) of chloroplatinic acid was added with stirring. Next, after raising the temperature to 90°C, the following formula

[0212] CH 2 =...

Embodiment 3

[0240] Example 3 (Manufacture of succinic anhydride / polyether co-modified methoxysiloxane-2)

[0241] In Example 2, except CH 2 =CH-CH 2 -O(CH 2 CH 2 O) 3.8 CH 3 The same operation was performed except that the addition amount of the compound shown was changed from 20.3 g (0.0849 mol) to 40.6 g (0.170 mol).

[0242] First, the reaction rate of the allyl polyether was measured after reacting the allyl polyether with a part of the ≡SiH groups contained in the methoxy group-containing methylhydrogensiloxane. In the same manner as in Examples 1 and 2, the ≡SiH content in 1 g of the reaction liquid before and after the reaction was measured, and the amount of allyl polyether actually reacted was calculated. The results are shown in Table 4.

[0243] [Table 4]

[0244] Reaction amount of allyl polyether

[0245]

[0246]In 1g sample before reaction, there is 0.857×10 -3 mol of allyl polyether charged as raw material. The reaction rate of the allyl polyether was calcu...

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Abstract

The invention relates to an organosiloxane containing anhydride groups and a manufacturing method thereof. The organosiloxane is formed by inserting an A type siloxane and an optional B type siloxane between an O atom and a Si atom in at least one O-Si bond in molecules of alkoxy silane shown as formula [1] or a partial hydrolysis condensation compound of the alkoxy silane. The formula [1] is as follows: R1nSi(OR2)4-n, wherein R1 represents a monovalence hydrocarbyl which can be substituted by halogen atoms and has a carbon atom number of 1-20; R2 represents an alkyl with a carbon number of 1-10; X represents a monovalence hydrocarbyl with anhydride groups; and R3 represents a hydrogen atom, or a monovalence hydrocarbyl which can be substituted by the halogen atoms and has a carbon atom number of 1-20 individually. The molecule of the organosiloxane provided by the invention has alkoxy groups and the anhydride groups, also has polyether groups according to need, and can freely adjust the number of each functional group.

Description

technical field [0001] The present invention relates to resin curing agents, resin modifiers, paint modifiers, adhesion improvers, fiber surface treatment agents, inorganic materials (inorganic pigments for paints, inorganic fillers for plastics, inorganic fillers for cosmetics) Anhydride group-containing organosiloxane used as a surface treatment agent for powder, glass, concrete, etc., and a method for producing the same. Moreover, it also relates to the organosiloxane composition using this organosiloxane. Background technique [0002] In the aforementioned fields, organosilicon compounds containing alkoxysilyl groups, acid anhydride groups, SiH groups, and the like have been known so far. For example, Patent Document 1 (JP-A-2003-165867) describes a silane coupling agent obtained by reacting 1 equivalent of tetracarboxylic dianhydride with respect to 1 equivalent of a silane coupling agent having an amino group. However, since this silane coupling agent has a carboxyl ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/38C08G77/12C08G77/46C08L83/06C08L83/12
CPCC07F7/06C07F7/0874C08G77/04
Inventor 雨宫正博小野猪智郎
Owner SHIN ETSU CHEM IND CO LTD
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