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Siloxane polymer with main chain containing phenylene (phenylene) and preparation method thereof

A technology of phenylsilane and phenylene, applied in the field of siloxane polymer and its preparation, can solve the problems of single polymer structure, high reaction temperature, complex catalyst structure, etc.

Pending Publication Date: 2021-09-03
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Hiroyuki Kawaguchi (J.A.C.S 2006,128,12362-12363) reported the use of zirconium complexes / B(C 6 f 5 ) 3 Combined Catalyst Catalyzed Silyl Hydrogen Reagent and CO 2 response, but only Et 2 SiH 2 Diethylsiloxane oligomers (Et 2 SiO)n(n=3-11) and PhSiH 3 Silsesquioxane (PhSiO 1.5 )n (Mw=4220, Mw / Mn=2.72), and silsesquipolysiloxane has complex structure and low molecular weight, so it has no application prospect
Rudolf J.Wehmschulte (Angew.Chem.Int.Ed 2012,51,7323) reported [Et 2 Al] + [CH6B 11 I 6 ] Reduction of CO 2 Can produce small amounts (OSiEt 2 )n polymer, but the catalyst structure is complex, the reaction temperature is high and the polymer structure is single, and the performance has no advantage

Method used

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  • Siloxane polymer with main chain containing phenylene (phenylene) and preparation method thereof
  • Siloxane polymer with main chain containing phenylene (phenylene) and preparation method thereof
  • Siloxane polymer with main chain containing phenylene (phenylene) and preparation method thereof

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preparation example Construction

[0046] The present invention provides a kind of preparation method of the siloxane polymer that main chain contains phenylene (phenylene), comprising:

[0047] The phenylsilane monomer and comonomer of formula (I) structure undergo hydrosilylation reaction in the presence of Lewis acid catalyst to obtain the siloxane polymer containing phenylene (phenylene) in the main chain; the comonomer for CO 2 ;

[0048]

[0049] Among them, R 1 is H, CH=CH 2 or (CH 2 ) n1 CH 3 ; n 1 is an integer from 0 to 7; preferably, R 1 is H, CH=CH 2 or CH 3 ; more preferably, R 1 for CH 3 ;

[0050] R 2 It is an aromatic group of C6~C30; preferably, R 2 is phenyl, substituted phenyl or naphthyl; more preferably, R 2 is phenyl;

[0051] A kind of preparation method of the siloxane polymer containing phenylene (phenylene) in the main chain provided by the invention first phenylsilane monomer and comonomer of formula (I) structure generate silicon in the presence of Lewis acid catal...

Embodiment 1

[0091] Under the protection of an inert gas, in a polymerization reaction bottle with a branch pipe, add 1,4-bis(dimethylsilyl)benzene (22.2mL), and add the catalyst Al(C 6 f 5 ) 3 (1g). Place it in a liquid nitrogen bath, discharge the inert gas in the reaction bottle through a branch pipe, and fill it with comonomer CO 2 . After returning to room temperature, the polymerization reaction bottle was placed on a stirrer to react at normal pressure for 48 hours to generate phenylene polysiloxane and methane. After the reaction was completed, the solvent was drained and washed with methanol to obtain 19.2 g of phenylene polysiloxane as a white solid. Gained polymer P1 structural formula is as follows:

[0092]

[0093] n is an integer of 50-60.

[0094] figure 1 It is the H NMR spectrum of the polymer in Example 1 of the present invention, as can be seen from the figure, it is confirmed to be the above structure.

Embodiment 2

[0096] Under the protection of an inert gas, in a polymerization reaction bottle with a branch pipe, add 1,4-bis(dimethylsilyl)benzene (22.2mL), and add catalyst B (C 6 f 5 ) 3 (1.5g). The comonomer dimethoxymethyl(3,3,3-trifluoropropyl)silane (18 mL) was slowly added and reacted for 1 hour to form a prepolymer. Place the polymerization reaction bottle in a liquid nitrogen bath, discharge the inert gas in the reaction bottle through a branch pipe, and fill it with comonomer CO 2 . After returning to room temperature, the polymerization reaction bottle was placed on a stirrer to react at normal pressure for 48 hours to generate phenylene polysiloxane and methane. After the reaction was completed, the solvent was drained and washed with methanol to obtain 36.8 g of fluorine-containing phenylene polysiloxane as a colorless liquid. Gained polymer P2 structural formula is as follows:

[0097]

[0098] Wherein x=1, y=0.93, and n is an integer of 100-110.

[0099] figure ...

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Abstract

The invention provides a preparation method of a siloxane polymer with a main chain containing phenylene (phenylene), which comprises the following steps: carrying out hydrosilylation reaction on a phenylsilane monomer with a structure as shown in a formula (I) and a comonomer CO2 in the presence of a Lewis acid catalyst to obtain the siloxane polymer with the main chain containing phenylene (phenylene), wherein in the formula (I), R1 is H, CH=CH2 or (CH2)n1CH3, n1 is an integer of 0-7, and R2 is an aromatic group of C6-C30. According to the invention, a Lewis acid catalyst is adopted to catalyze a hydrosilylation step-by-step polymerization reaction of a comonomer in a single-component manner. It is found that phenylenepolysiloxane is prepared by reacting a Lewis acid catalyst with a comonomer. The reaction has the advantages that conditions are mild, the product structure is easy to adjust, by-product separation operation is not needed, two ends are terminated by Si-H bonds, chain extension is easy, and the like.

Description

technical field [0001] The invention relates to the technical field of polymer materials, in particular to a siloxane polymer containing phenylene (phenylene) in the main chain and a preparation method thereof. Background technique [0002] The basic structural unit of silicone products is (Si-O)n, and various organic groups are connected to silicon atoms. The excellent performance of organic silicon products has led to the rapid development of organic silicon as a polymer material. At present, the development direction of organic silicon is high performance, high functionality and compounding. In the synthesis process of silicone products, the combination of different organic groups and silicon atoms is mainly used to improve certain aspects of performance and adapt to different uses. For example, phenyl-containing substituents can improve the material modulus, thermal and ultraviolet stability, increase the refractive index, and reduce the reactivity with peroxides; hydr...

Claims

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Application Information

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IPC IPC(8): C08G77/08C08G77/20C08G77/12C08G77/24
CPCC08G77/08C08G77/20C08G77/12C08G77/24C08G77/80
Inventor 刘新立崔冬梅
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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