Organosiloxane containing acid anhydride group and method for preparing the same

An organosiloxane and acid anhydride-based technology, applied in the field of organosiloxane, can solve the problems of reduced purity, low hydrophilicity, and difficulty in the affinity of inorganic substrates

Active Publication Date: 2013-06-26
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 acid anhydride group and method for preparing the same
  • Organosiloxane containing acid anhydride group and method for preparing the same
  • Organosiloxane containing acid anhydride group and method for preparing the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0118] In a 1-liter 3-necked flask equipped with a stirrer, a thermometer, and a Jimrot cooling tube, 100 g (0.192 mol) of an organohydrogensiloxane represented by the following formula [18] and 114 g of toluene were charged, and chloroplatinum was added while stirring. 1.00 g of the toluene solution (Pt concentration: 0.5% by mass) of the acid. Next, the temperature was raised to 80° C., and 56.7 g (0.383 mol) of vinyltrimethoxysilane was added dropwise, followed by aging for 2 hours.

[0119]

[0120] Here, the reaction rate of the vinyltrimethoxysilane used for the said reaction was measured as follows. First, the ≡SiH content in 1 g of the sample before and after the reaction was measured by the following method. To 1 g of the samples before and after the reaction, 10 g of butanol was respectively added, and further, 20 g of a 20% by mass NaOH aqueous solution was added while stirring. The hydrogen gas generated at this time (≡SiH+H 2 O→≡SiOH+H 2 ↑) to calculate the...

Embodiment 2

[0153] In the same manner as in Example 1, after charging 100 g (0.192 mol) of organohydrogensiloxane represented by the above formula [18] and 114 g of toluene, a toluene solution of chloroplatinic acid (Pt concentration: 0.5% by mass) was added while stirring. 1.00g. Next, the temperature was raised to 80° C., and 56.7 g (0.383 mol) of vinyltrimethoxysilane was added dropwise, followed by aging for 2 hours.

[0154] Next, an operation for reacting the allyl polyether with a part of the remaining ≡SiH groups in the methylhydrogensiloxane was performed. With the reaction liquid maintained at 80° C., 23.0 g (0.0962 mol) of allyl polyether represented by the following formula was added dropwise with stirring, and aging was performed for further 3 hours.

[0155] CH 2 =CH-CH 2 -O(CH 2 CH 2 O) 3.8 CH 3

[0156] Here, the reaction rate of allyl polyether was measured. In the same manner as in Example 1, the ≡SiH content in 1 g of the reaction liquid before and after the re...

Embodiment 3

[0186] In Example 2, except CH 2 =CH-CH 2 -O(CH 2 CH 2 O) 3.8 CH 3 The addition amount of the indicated compound was changed from 23.0 g (0.0962 mol) to 46.0 g (0.192 mol), and the addition amount of allyl succinic anhydride was changed from 120 g (0.857 mol) to 90.5 g (0.646 mol). performed the same operation.

[0187] First, the reaction rate of allyl polyether was measured. 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 5.

[0188] [table 5]

[0189] Reaction amount of allyl polyether

[0190]

[0191] In 1g sample before reaction, there is 0.605×10 -3 mol of allyl polyether charged as raw material. The reaction rate of the allyl polyether was calculated as follows from the reaction amount obtained above and the amount charged as the raw material, and it was 95.9%.

[0192] ...

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PUM

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Abstract

Organosiloxane is represented by a formula [1a], and intramolecularly has at least one hydrolytic silicyl group and at least one acid anhydride group. (X represents a monovalent alkyl group having the acid anhydride group, Y represents a monovalent alkyl group having a poly ether group, Z represents a monovalent alkyl group having the hydrolytic silicyl group, R1 represents a hydrogen atom or the monovalent alkyl group which can be substituted by a halogen atom, M1 represents a group seletced from the X, Y, Z, and R1, a, b, c and d respectively represent integral numbers, wherein 0<=a<=100, 0<=b<=100, 0<=c<=100,0<=d<=100, when a=0, M1 is X, c is the integral number within the range from 1 to 100, when c=0, M1 is Z, and a is the integral number within the range from 1 to 100). The Organosiloxane of the present invention intramolecularly has the hydrolytic silicyl group and the acid anhydride group, and has the poly ether group according to needs, and can freely adjust the number of functional groups.

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. 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 group in its molecule, it is often solid at room temperature, and since it must be dilut...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18C07F7/08C08G77/38C08G77/46C08L83/06C08L83/12C03C17/30
CPCC07F7/0838C07F7/0879C08G77/06C08G77/14C08G77/46C08K5/541
Inventor 雨宫正博小野猪智郎
Owner SHIN ETSU CHEM IND CO LTD
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