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Pd/C catalyst of polyketone synthesized by co-polymerization of carbon monoxide and phenylethene

A carbon monoxide and styrene technology, applied in organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, chemical/physical process, etc., can solve the problem of unsatisfactory effect of Pd/C catalyst recycling, etc. Achieve the effects of good reusability, high relative molecular weight and high yield of polyketone

Inactive Publication Date: 2011-07-20
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The Pd / C catalyst formed by loading metal Pd on activated carbon is a heterogeneous catalyst widely used in many systems. Li Lin loaded 5% palladium on activated carbon to catalyze the copolymerization of carbon monoxide and styrene into polyketones (Li Lin. Palladium Research on carbon-catalyzed copolymerization of styrene and CO, Journal of South Central University for Nationalities (Natural Science Edition), 2006, 25(3): 12-15), in this reaction system, the oxidant p-benzoquinone was used, and the Pd / C catalyst The recycling effect is not ideal, and its stability needs to be further strengthened

Method used

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  • Pd/C catalyst of polyketone synthesized by co-polymerization of carbon monoxide and phenylethene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] In a 100mL stainless steel autoclave with electromagnetic stirring, add the catalyst, the catalyst composition is: Pd / C catalyst (containing Pd10%) 0.1mmol (based on palladium content), 2,2'-bipyridine 0.2mmol, p-toluenesulfonate Acid 0.25mmol. Then add 10mL of methanol, 15mL of styrene, 10mL of o-chlorophenol, keep the pressure of carbon monoxide at 2.0MPa, and react at 70°C for 2 hours. After releasing the pressure, the reaction is terminated, the solution is suction filtered, and the Pd / C catalyst is directly separated. Dry for 12 hours and set aside. The filtrate was precipitated with absolute ethanol, filtered, washed, and vacuum-dried at 40° C. to obtain 3.20 g of a copolymerized product. Relative molecular mass M n =7752, M w =12990, M w / M n = 1.68.

[0021] Add the dried palladium-carbon catalyst back into the kettle, add bipyridine, p-toluenesulfonic acid, styrene, methanol and o-chlorophenol in sequence, continue to react 11 times under the above reacti...

Embodiment 2

[0022] Embodiment 2 (for comparison)

[0023] Under the same conditions as in Example 1, a copolymer of carbon monoxide and styrene was prepared. The difference is that the palladium carbon is changed to polyacrylonitrile / divinylbenzene resin microspheres supporting 0.1mmol of palladium (in terms of palladium content), and 5mmol of p-benzoquinone is added to obtain 5.36 grams of copolymerization products with a catalytic activity of 251.88gSTCO / gPd h. Relative molecular mass M n =3752, M w =6457, M w / M n = 1.721. The activity of the resin decreased significantly in the second use, less than 40% of the first time.

Embodiment 3

[0024] Embodiment 3 (for comparison)

[0025] Under the same conditions as in Example 1, a copolymer of carbon monoxide and styrene was prepared. The difference is that the palladium carbon is changed to palladium acetate, the dosage is 0.05mmol, 2,2'-bipyridine 0.1mmol, p-toluenesulfonic acid 0.125mmol, and p-benzoquinone 5mmol is added to obtain 5.98 grams of copolymerization products, and the catalytic activity is 562gSTCO / gPd h. Relative molecular mass M n =4450, M w =7241, M w / M n = 1.627.

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Abstract

The invention relates to polyketone Pd / C catalyst formed by copolymerization of carbon monoxide and styrene. The compositions of the polyketone Pd / C catalyst are Pd / C catalyst which contains 10 percent of Pd, paratoluenesulfonic acid and bidentate ligand 2, 2'-bipyridyl, wherein, the mole ratio of the Pd / C catalyst which contains 10 percent of the Pd to the 2, 2'-bipyridyl to the paratoluenesulfonic acid is 1 to 2 to 2.5. The Pd / C catalyst does not use oxidant p-benzoquinone, is used for preparing polyketone, and has good reusability, good catalytic activity, high polyketone yield and high relative molecular mass of synthesized polyketone. The catalyst still has activity after reused for 12 times, and the relative molecular mass of the polyketone product is improved by 2 to 3 times.

Description

technical field [0001] The invention relates to the preparation technology of polyketone, in particular to a Pd / C catalyst for copolymerizing carbon monoxide and styrene to form polyketone, and the Pd / C catalyst can be repeatedly used in the process of copolymerizing carbon monoxide and styrene to form polyketone. Background technique [0002] With the decrease of global petroleum resources, the one-carbon chemical industry using coal as raw material has become an important research field in the chemical industry at this stage. The research on extracting carbon monoxide from relatively abundant coal and methane, and using CO to react with unsaturated hydrocarbons to synthesize polyketones has been widely carried out at home and abroad. As a new type of polymer material, polyketone not only exhibits excellent performance in many fields, but also is an excellent intermediate of functional materials. Due to the presence of carbonyl groups in the polyketone main chain, it can b...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G67/02B01J31/28
Inventor 郭锦棠冯亚凯李鹏
Owner TIANJIN UNIV