Novel phosphorus series bisphenols and manufacture method of derivatives thereof

A technology of phenol derivatives and phosphorus compounds, applied in the field of manufacturing a series of derivatives, can solve the problems of high raw material cost, limited application, poor solubility and reactivity, etc., and achieve the effect of good heat resistance

Active Publication Date: 2010-11-10
CHANG CHUN PLASTICS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] DOPOBQ is the pioneer of phosphorus-based bisphenol monomers, but its high

Method used

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  • Novel phosphorus series bisphenols and manufacture method of derivatives thereof
  • Novel phosphorus series bisphenols and manufacture method of derivatives thereof
  • Novel phosphorus series bisphenols and manufacture method of derivatives thereof

Examples

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Example Embodiment

[0040] Synthesis Example 1: Synthesis of Compound A

[0041] According to an embodiment of the present invention, a phosphorus compound A in which R is methyl and A and B are OH is synthesized by using organic cyclic phosphorus compound DOPO, phenol, 4'-hydroxyacetophenone and an acid catalyst. Its synthetic steps are as follows:

[0042] The organic cyclic phosphorus compound DOPO (9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide) 10.81 g (0.05 mol), phenol 23.28 g (0.25 mol), 4'-hydroxy 6.81 g (0.05 mol) of acetophenone and 0.216 g of p-toluenesulfonic acid (2 wt% of DOPO) were placed in a 250 ml three-neck reactor.

[0043] Then, the reaction temperature was increased to 130° C., and the reaction was maintained for 24 hours, and then the stirring was stopped. The reactor was cooled to room temperature, dissolved in ethanol and poured into hot water to precipitate, filtered and dried to obtain product A with a yield of 85% and a melting point of 306°C.

[0044] Please...

Example Embodiment

[0045] Synthesis Example 2: Synthesis of Compound A-cy

[0046] According to the embodiment of the present invention, A-cy is synthesized by using phosphorus compound A. Its synthetic steps are as follows:

[0047] Anhydrous acetone (70 g) was added to the three-neck reactor. After cooling the reactor to -15°C, 7.2027 g (0.068 mol) of BrCN was added and stirred while lowering the temperature below -25°C. Another 8.5684 grams (0.02 moles) of phosphorus compounds A and Et 3 N 6.1321 g (0.0606 mol) was thoroughly mixed and dissolved in anhydrous acetone (100 g), then slowly dropped into the reactor through a feeding funnel, and the temperature was maintained at -30° C., and the reaction was maintained for 2 hours. When the reaction temperature returned to -30°C, the reaction solution was dropped into deionized water for washing to remove ammonium bromide salt. After filtration, the resulting precipitate was dissolved in CH 2 Cl 2 / H 2 O for extraction. The organic phase...

Example Embodiment

[0048] Synthesis Example 3: Synthesis of Compound A-ep

[0049] According to the embodiment of the present invention, A-ep is synthesized with phosphorus compound A. Its synthetic steps are as follows:

[0050] Take 214 grams of phosphorus compound A and 925 grams of epichlorohydrin into a 3-liter reactor, stir under normal pressure to form a uniform mixed solution, raise the reaction temperature to 70°C under 190mmHg absolute pressure and within 4 hours Add 200 g of 20% sodium hydroxide solution in batches, and add the water in the reactor azeotropically at the same time. After the reaction, the cyclochloropropane and the solvent were distilled clean by vacuum distillation, the product was dissolved in methyl ethyl ketone and deionized water, the sodium chloride in the resin was washed with water, and the solvent was distilled clean by vacuum distillation to obtain a white The epoxy equivalent of A-EPOXY (A-ep) is 242.

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Abstract

The invention provides a series of novel phosphorus series bisphenols and a manufacture method of derivatives thereof. The method comprises the steps of using organic annular phosphorus compounds shown by a following general formula (i), ketone compounds shown by a general formula (ii), compounds shown by a general formula (iii) and an acid catalyst for synthesizing phosphorus series compounds with a structure shown by a chemical formula (I), and using the phosphorus series compounds for producing a series of derivatives as shown in the accompanying drawing.

Description

technical field [0001] The present invention relates to a series of phosphorus-based bisphenol derivatives and a production method thereof, in particular to a production method of a series of derivatives developed from phosphorus-based bisphenol. Background technique [0002] Since ancient times, fire has always been one of the biggest accidents that endanger human life and property, so the fireproof materials required for different places and public constructions are also different. Traditional fire-resistant and flame-retardant materials are mostly added with halogen-containing compounds to form a composition with high heat resistance. Although it has a considerable effect on flame suppression, it will produce corrosive and toxic substances, such as Dioxin, which may cause metabolic disorders in the human body and cause tension, sleep disorders, headaches, eye diseases, arteriosclerosis, liver tumors and other diseases. Experiments have also found that it can cause cancer...

Claims

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Application Information

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IPC IPC(8): C07F9/6574
Inventor 林庆炫张家玮林宗立黄坤源杜安邦苏芳贤
Owner CHANG CHUN PLASTICS
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