CN1765907A - Dicetylpentaerythritoldiphosphite ester synthesis method - Google Patents
Dicetylpentaerythritoldiphosphite ester synthesis method Download PDFInfo
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- CN1765907A CN1765907A CN 200510037047 CN200510037047A CN1765907A CN 1765907 A CN1765907 A CN 1765907A CN 200510037047 CN200510037047 CN 200510037047 CN 200510037047 A CN200510037047 A CN 200510037047A CN 1765907 A CN1765907 A CN 1765907A
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Abstract
The invention discloses a new synthesis method for bicetyl pentaerythritol diphosphite ester, which comprises two steps shown below: 1. synthesis to pentaerythritol diphosphite ester; 2. synethsis to the product. This invention needs no organic solvent and so environmental friendly.
Description
Technical field
The present invention relates to a kind of synthetic method of oxidation inhibitor, specifically is a kind of new synthetic method of Dicetylpentaerythritesterhosphite esterhosphite.
Background technology
Phosphite ester kind antioxidant mainly is used as the auxiliary antioxidant of various synthetic resins such as polyethylene, polypropylene, polyvinyl chloride, ABS resin, polyester.It is to anti-oxidation, improves color and luster etc. and has outstanding effect; Itself have higher thermostability, weather resisteant and hydrolysis stability, so good processing stability, the goods transparency is good; Do not pollute, with UV light absorber, phenolic antioxidant is also with having good synergistic.The chemical structural formula of Dicetylpentaerythritesterhosphite esterhosphite is shown in attached soil.
It is solvent that the synthetic method of Dicetylpentaerythritesterhosphite esterhosphite, present bibliographical information are mainly selected toluene and benzene for use, is that main raw material synthesizes with phosphorus trichloride, tetramethylolmethane and hexadecanol.Do not have phenol in the resulting product, but technology is comparatively complicated, aftertreatment technology is loaded down with trivial details, and productive rate is low, and must make solvent by adding aromatic hydrocarbons in reaction, and the recovery of solvent is purified complicated.
Summary of the invention
The objective of the invention is to overcome the shortcoming that prior art exists, a kind of method of synthetic Dicetylpentaerythritesterhosphite esterhosphite newly is provided.The present invention is the synthetic Dicetylpentaerythritesterhosphite esterhosphite of raw material with triethyl-phosphite, tetramethylolmethane, hexadecanol, in synthesis technique of the present invention, do not need to add organic solvents such as toluene, do not have phenol to produce in the product, therefore method of the present invention is a kind of new synthetic method of nontoxic, efficient, environmental protection.
For achieving the above object, the present invention has taked following technical scheme:
Principle of the present invention as shown in Figure 2.
The synthetic method of Dicetylpentaerythritesterhosphite esterhosphite may further comprise the steps:
1, be equipped with in the there-necked flask of agitator, condenser, thermometer, receptor, add tetramethylolmethane, triethyl-phosphite, catalyzer, stir, stirring velocity is 300～700 rev/mins; Reacting by heating for some time under the temperature condition of regulation; In temperature is 130 ℃, and pressure prepares purified pentaerythritol diphosphites for underpressure distillation under the condition of-0.02～0.06Mpa goes out ethanol and the unreacted triethyl-phosphite that reaction generates;
Wherein, the mol ratio of triethyl-phosphite and tetramethylolmethane is 2.0～2.40: 1, preferably 2～2.20: 1; By weight, catalyst consumption is 1～4% of a tetramethylolmethane amount, preferably 2～4%;
Described catalyzer can be sodium methylate, sodium hydroxide, potassium hydroxide, Anhydrous potassium carbonate or organotin;
Temperature of reaction is 100～150 ℃, preferably 110～150 ℃;
Reaction times is 0.5～5h, preferably 2～4h;
2, in the reaction product that (1) step obtains, need not separate purification, directly to wherein adding hexadecanol, stir, stirring velocity is 300～700 rev/mins; Reacting by heating for some time under the temperature condition of regulation is 160 ℃ in temperature, and pressure goes out ethanol for underpressure distillation under the condition of-0.02～0.06Mpa; Obtain white waxy solid after the cooling and be product;
Wherein, temperature of reaction is 140～170 ℃, preferably 150～170 ℃;
Reaction times is 1～3.5h, preferably 2～3.5h;
The mol ratio of hexadecanol and intermediate pentaerythritol diphosphites is 2.0～2.10: 1.
Compared with the prior art, the present invention has following beneficial effect:
The present invention is the synthetic Dicetylpentaerythritesterhosphite esterhosphite of raw material with triethyl-phosphite, tetramethylolmethane, hexadecanol, in synthesis technique of the present invention, do not need to add organic solvents such as toluene, do not have phenol to produce in the product, therefore method of the present invention is a kind of new synthetic method of nontoxic, efficient, environmental protection.
Description of drawings
Fig. 1 is the chemical structural formula of Dicetylpentaerythritesterhosphite esterhosphite;
Fig. 2 is reaction principle figure of the present invention;
Fig. 3 is the infrared spectrogram of embodiment 3 prepared products.
Embodiment
The invention will be further described below in conjunction with specific embodiment, but the present invention's scope required for protection is not limited to the related scope of embodiment.
The synthetic method of Dicetylpentaerythritesterhosphite esterhosphite may further comprise the steps:
1, be equipped with in the there-necked flask of agitator, condenser, thermometer, receptor, add tetramethylolmethane, triethyl-phosphite, catalyzer, stir, stirring velocity is 300 rev/mins; Reacting by heating for some time under the temperature condition of regulation is 130 ℃ in temperature, and pressure prepares purified pentaerythritol diphosphites for underpressure distillation under the condition of-0.02Mpa goes out ethanol and the unreacted triethyl-phosphite that reaction generates;
Wherein, the mol ratio of triethyl-phosphite and tetramethylolmethane is 2.0: 1;
By weight, catalyst consumption is 1% of a tetramethylolmethane amount; Described catalyzer can be sodium methylate;
Temperature of reaction is 100 ℃; Reaction times is 0.5h;
2, in the reaction product that (1) step obtains, need not separate purification, directly to wherein adding hexadecanol, stir, stirring velocity is 300 rev/mins; Reacting by heating for some time under the temperature condition of regulation is 160 ℃ in temperature, and pressure goes out ethanol for underpressure distillation under the condition of-0.02Mpa; Obtain white waxy solid after the cooling and be product; Measure the fusing point of product with the digital micro-analysis melting point detector.
Wherein, temperature of reaction is 140 ℃; Reaction times is 1h;
The mol ratio of hexadecanol and intermediate pentaerythritol diphosphites is 2.0: 1.
Embodiment 2
The synthetic method of Dicetylpentaerythritesterhosphite esterhosphite may further comprise the steps:
1, be equipped with in the there-necked flask of agitator, condenser, thermometer, receptor, add tetramethylolmethane, triethyl-phosphite, catalyzer, stir, stirring velocity is 500 rev/mins; Reacting by heating for some time under the temperature condition of regulation is 130 ℃ in temperature, and pressure is that underpressure distillation goes out ethanol and the unreacted triethyl-phosphite that reaction generates under the condition of 0.02Mpa, prepares purified pentaerythritol diphosphites;
Wherein, the mol ratio of triethyl-phosphite and tetramethylolmethane is 2.20: 1;
By weight, catalyst consumption is 3% of a tetramethylolmethane amount; Described catalyzer can be sodium hydroxide;
Temperature of reaction is 130 ℃; Reaction times is 2.5h;
2, in the reaction product that (1) step obtains, need not separate purification, directly to wherein adding hexadecanol, stir, stirring velocity is 500 rev/mins; Reacting by heating for some time under the temperature condition of regulation is 160 ℃ in temperature, and pressure is that underpressure distillation goes out ethanol under the condition of 0.02Mpa; Obtain white waxy solid after the cooling and be product;
Wherein, temperature of reaction is 160 ℃; Reaction times is 2.5h;
The mol ratio of hexadecanol and intermediate pentaerythritol diphosphites is 2.05: 1.
Embodiment 3
The synthetic method of Dicetylpentaerythritesterhosphite esterhosphite may further comprise the steps:
1, be equipped with in the there-necked flask of agitator, condenser, thermometer, receptor, add tetramethylolmethane, triethyl-phosphite, catalyzer, stir, stirring velocity is 700 rev/mins; Reacting by heating for some time under the temperature condition of regulation is 130 ℃ in temperature, and pressure is that underpressure distillation goes out ethanol and the unreacted triethyl-phosphite that reaction generates under the condition of 0.06Mpa, prepares purified pentaerythritol diphosphites;
Wherein, the mol ratio of triethyl-phosphite and tetramethylolmethane is 2.40: 1;
By weight, catalyst consumption is 4% of a tetramethylolmethane amount;
Described catalyzer can be organotin; Temperature of reaction is 150 ℃; Reaction times is 3h;
2, in the reaction product that (1) step obtains, need not separate purification, directly to wherein adding hexadecanol, stir, stirring velocity is 700 rev/mins; Reacting by heating for some time under the temperature condition of regulation is 160 ℃ in temperature, and pressure is that underpressure distillation goes out ethanol under the condition of 0.06Mpa; Obtain white waxy solid after the cooling and be product;
Wherein, temperature of reaction is 170 ℃; Reaction times is 3.5h;
The mol ratio of hexadecanol and intermediate pentaerythritol diphosphites is 2.10: 1.
Product analysis
Carry out product analysis with embodiment 2 prepared products.
1, the purification of product
Containing some impurity in the reaction product, mainly is unreacted product, adopts suitable technology to purify, and obtains purified Dicetylpentaerythritesterhosphite esterhosphite.
2, ultimate analysis
To the Dicetylpentaerythritesterhosphite esterhosphite product, do ultimate analysis, the result is as shown in table 1.
Table 1: product results of elemental analyses
| Observed value | C | H | P |
| Theoretical value product measured value | 63.02 62.93 | 9.85 9.70 | 11.86 11.58 |
3, Infrared spectroscopy
The Infrared spectroscopy of product, in the infrared signature absorption peak of main group, 722 are-CH
2The absorption vibration peak of key; 1032 is the vibration absorption peak of P-O-C key; 1157,1131 is the quaternary carbon stretching vibration peak; 2918,2850,1379,1468 are-CH
3,-CH
2Flexible and flexural vibration peak; Consistent with the main group infrared signature absorption peak in the purpose product structure.
Conclusion: reaction synthetic product is a Dicetylpentaerythritesterhosphite esterhosphite.
Claims (7)
1, the new synthetic method of Dicetylpentaerythritesterhosphite esterhosphite is characterized in that may further comprise the steps:
(1) in the there-necked flask that agitator, condenser, thermometer, receptor are housed, add tetramethylolmethane, triethyl-phosphite, catalyzer, stir, stirring velocity is 300～700 rev/mins; Reacting by heating for some time under the temperature condition of regulation is 130 ℃ in temperature, and pressure prepares purified pentaerythritol diphosphites for underpressure distillation under the condition of-0.02～0.06Mpa goes out ethanol and the unreacted triethyl-phosphite that reaction generates;
Wherein, the mol ratio of triethyl-phosphite and tetramethylolmethane is 2.0～2.40: 1;
By weight, catalyst consumption is 1～4% of a tetramethylolmethane amount;
Described catalyzer can be sodium methylate, sodium hydroxide, potassium hydroxide, Anhydrous potassium carbonate or organotin;
Temperature of reaction is 100～150 ℃; Reaction times is 0.5～5h;
(2) in the reaction product that (1) step obtains, need not separate purification, directly to wherein adding hexadecanol, stir, stirring velocity is 300～700 rev/mins; Reacting by heating for some time under the temperature condition of regulation; In temperature is 160 ℃, and pressure goes out ethanol for underpressure distillation under the condition of-0.02～0.06Mpa; Obtain white waxy solid after the cooling and be product;
Wherein, temperature of reaction is 140～170 ℃; Reaction times is 1～3.5h;
The mol ratio of hexadecanol and intermediate pentaerythritol diphosphites is 2.0～2.10: 1.
2, the new synthetic method of Dicetylpentaerythritesterhosphite esterhosphite according to claim 1 is characterized in that the triethyl-phosphite in (1) step and the mol ratio of tetramethylolmethane are 2～2.20: 1.
3, the new synthetic method of Dicetylpentaerythritesterhosphite esterhosphite according to claim 1 is characterized in that the catalyst consumption in (1) step is 2～4% of a tetramethylolmethane amount.
4, the new synthetic method of Dicetylpentaerythritesterhosphite esterhosphite according to claim 1 is characterized in that temperature of reaction is 110～150 ℃ in (1) step.
5, the new synthetic method of Dicetylpentaerythritesterhosphite esterhosphite according to claim 1 is characterized in that the reaction times is 2～4h in (1) step.
6, the new synthetic method of Dicetylpentaerythritesterhosphite esterhosphite according to claim 1 is characterized in that temperature of reaction is 150～170 ℃ in (2) step.
7, the new synthetic method of Dicetylpentaerythritesterhosphite esterhosphite according to claim 1 is characterized in that the reaction times is 2～3.5h in (2) step.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103012483A (en) * | 2012-12-04 | 2013-04-03 | 浙江海普顿新材料股份有限公司 | Phenol-free phosphite ester, as well as preparation method and application thereof |
| CN113651849A (en) * | 2021-07-23 | 2021-11-16 | 江苏常青树新材料科技股份有限公司 | Polymeric phenol-free low-odor phosphite ester and preparation method thereof |
-
2005
- 2005-09-07 CN CN 200510037047 patent/CN1765907A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103012483A (en) * | 2012-12-04 | 2013-04-03 | 浙江海普顿新材料股份有限公司 | Phenol-free phosphite ester, as well as preparation method and application thereof |
| CN113651849A (en) * | 2021-07-23 | 2021-11-16 | 江苏常青树新材料科技股份有限公司 | Polymeric phenol-free low-odor phosphite ester and preparation method thereof |
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