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Phosphoric organic silicon compound, preparation method and application thereof

An organosilicon compound, C1-C5 technology, applied in organic chemistry, chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, etc., can solve problems such as endangering human health and environmental pollution

Inactive Publication Date: 2009-06-03
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, bromine-containing and antimony-containing flame retardants will release a large amount of toxic and harmful substances during combustion, causing environmental pollution and endangering human health.

Method used

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  • Phosphoric organic silicon compound, preparation method and application thereof
  • Phosphoric organic silicon compound, preparation method and application thereof
  • Phosphoric organic silicon compound, preparation method and application thereof

Examples

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preparation example Construction

[0025]The compound can be prepared by referring to the literature (Polymer, 39, 5819-5826, 1998), etc. It is obtained by condensing the starting material o-phenylphenol derivative with phosphorus trichloride to remove hydrogen chloride, followed by hydrolysis and dehydration.

[0026] The chemical structural formula of siloxane containing two carbon-carbon double bonds is shown in formula III:

[0027]

[0028] The preparation of this compound can be prepared with reference to the literature (Macromolecular Materials Science and Engineering, Volume 16, Phase 3, 67-69, 2000), by alkyl divinyl disiloxane derivatives and alkyl cyclotetrasiloxane in a certain Proportional mixing is obtained by performing an equilibrium reaction in the presence of a base.

Embodiment 1

[0031] 216g (1mol) 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide and 93g (0.5mol) 1,1,2,2-tetramethyl-1,2-di Add vinyldisiloxane into a 500mL three-necked flask, add 5-6 drops of 25mmol / L tetrahydrofuran solution of chloroplatinic acid, and heat and stir to react under nitrogen protection. The controlled temperature is the reflux temperature, the temperature rises after reflux for about 8 hours, the controlled temperature is 160°C for 12 hours, and the low-boiling impurities generated in the reaction are removed by vacuum distillation, the temperature is lowered to 60°C, and washed with petroleum ether for 3 to 5 times to wash away Impurities generated during the reaction were distilled off under reduced pressure and then cooled to obtain a light yellow transparent solid (Compound 1).

[0032] figure 1 It is the proton nuclear magnetic spectrum spectrogram of compound one; figure 2 Its MALDI-TOF mass spectrum, the result represents a very pure product. The rest of the...

Embodiment 2

[0034] 216g (1mol) 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide and 155g (0.5mol) 1,2-dimethyl-1,2-diphenyl-1 , 2-divinyldisiloxane was added to a 500mL three-necked flask, 5~6 drops of 25mmol / L palladium chloride ethanol solution were added, and the reaction was heated and stirred under the protection of nitrogen. Control the temperature at about 150°C. After reacting for 72 hours, remove the low-boiling impurities generated in the reaction by distillation under reduced pressure, lower the temperature to 60°C, wash with petroleum ether for 3 to 5 times to remove the low-polarity impurities generated in the reaction, and remove them by distillation under reduced pressure. After the solvent was cooled, a light yellow transparent solid (compound 2) was obtained.

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Abstract

The invention discloses a phosphoric organic silicon compound, a preparation method and application thereof. The structural formula of the phosphoric organic silicon compound is shown as Figure 1, wherein, R1, R2, R3 and R4 are selected from C1-C5 alkyl, C1-C5 alkoxy, aryl, aryl substituted by halogen and aroxy; R5 and R6 are C0-C5 alkylidene groups; R7-R14 are selected from hydrogen atom, C1-C5 alkyl, nitro, the C1-C5 alkoxy, aryl, the aryl substituted by the halogen and the aroxy; and n is 1-10. The preparation method comprises performing an addition reaction of an active phosphorus-hydrogen bond in a 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) derivative and siloxane containing two carbon-carbon double bonds to produce the novel phosphoric organic silicon compound. The compound contains two elements namely phosphorus and silicon which have flame retardant property, and can be taken as an additive flame retardant for inflaming retarding of high molecular materials.

Description

technical field [0001] The invention relates to a phosphorus-containing organosilicon compound, a preparation method and application thereof. Background technique [0002] Polymer materials such as epoxy resin, polyester and engineering plastics are widely used in many aspects of national economic construction; however, since polymer materials themselves do not have fire and flame retardant properties, it is usually necessary to add bromine-containing antimony organic compounds or resins to Obtain satisfactory flame retardant properties. However, bromine-containing antimony flame retardants will release a large amount of toxic and harmful substances during combustion, causing environmental pollution and endangering human health. In recent years, green and environmentally friendly phosphorus- and silicon-containing flame retardants have become a hot spot of research and attention. Phosphorus-containing flame retardants are considered to be effective substitutes for bromine-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6574C08K5/5435
Inventor 杨士勇丁佳培范琳陶志强
Owner INST OF CHEM CHINESE ACAD OF SCI
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