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Norbornene catalytic system and its preparation method and application

A catalytic system and norbornene technology, applied in chemical instruments and methods, physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, etc., can solve problems such as norbornene resource waste

Inactive Publication Date: 2003-02-05
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The petrochemical industry produces a large amount of norbornene by-products every year, but because there is no good catalyst in our country to convert it into norbornene polymer, most of the norbornene resources are wasted

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] 1. The preparation of salicylaldehyde-diphenylmethylamine Schiff base (imine) ligand: the salicylaldehyde of 3 millimoles (mmol) and the diphenylaminomethane of 3 millimoles (mmol) place Put it in a 25 milliliter (mL) Erlenmeyer flask, place it in a microwave oven, react at a power of 616W for 30 seconds, let it stand still, and make the reaction system solidify into a solid, then recrystallize with dichloromethane to obtain yellow Schiffer's base Product, yield 95%. Elemental analysis measured values: C, 83.57; H, 5.98; N, 4.88; O, 5.57%; C 20 h 17 Theoretical value of NO: C, 83.59; H, 5.96; N, 4.87; O, 5.57%; 1 HNMR (CDCl 3 ): 5.62(s, 1H), 6.78-7.61(m, 14H), 8.24(s, 1H), 13.02(s, 1H); 13 C NMR (CDCl 3 ): 65.2(1C), 116.5(1C), 122.1(1C), 124.2(1C), 125.7(2C), 128.2(4C), 129.2(4C), 130.5(1C), 132.6(1C), 143.2(2C ), 157.9(1C), 163.8(1C).

[0032] 2. Preparation of catalyst:

[0033] Dissolve 2 mmoles of the yellow imine product obtained above in 20 ml of anhydrous...

Embodiment 2

[0036] 1, the preparation of catalyst: preparation method is with embodiment one.

[0037] 2. Norbornene polymerization: Vacuumize the dry 250 ml Schlenk bottle with a stirring magnet, and replace it with nitrogen for three times, so that the reaction system is in a nitrogen environment, add 5 μmol of the catalyst prepared in step 1, 25 ml Toluene, then add 2.354 gram of norbornene (norbornene monomer and catalyst molar ratio is 5000), after stirring for 5 minutes at 25 ℃, add 7.2 milliliters of procatalyst MAO (MAO / catalyst molar ratio is 2000), at 25 After reacting for 30 minutes at ℃, add 5ml of isobutanol to terminate the polymerization, then add 100 milliliters of 5‰ hydrochloric acid ethanol (volume ratio), stir at room temperature for 10 hours, then leave to stand for 2 hours and filter, and the obtained polymer Vacuum drying for 40 hours gave 1.5290 grams of polymer, a conversion rate of 64.95%, and a catalyst activity of 6.2×10 5 gPNB / (molNi h atm). Polymer weight a...

Embodiment 3

[0039] 1, the preparation of catalyst: preparation method is with embodiment one.

[0040] 2. Norbornene polymerization: Vacuumize the dry 250 ml Schlenk bottle with a stirring magnet, and replace it with nitrogen for three times, so that the reaction system is in a nitrogen environment, and add 5 micromoles (μmol) prepared in step 1. 25 milliliters of toluene, then add 2.354 grams of norbornene (norbornene monomer and catalyst molar ratio is 5000), after stirring for 5 minutes at 25 ℃, add 1.8 milliliters of procatalyst MAO (MAO / catalyst molar ratio is 500), after reacting for 30 minutes at 25°C, add 5ml isobutanol to terminate the polymerization, then add 100 milliliters of 5‰ hydrochloric acid ethanol (volume ratio), stir at room temperature for 10 hours, then leave to stand for 2 hours and filter to obtain The polymer was vacuum-dried for 40 hours at 80° C. to obtain 0.8300 grams of polymer, the conversion rate was 35.26%, and the catalyst activity was 3.32×10 5 gPNB / (mol...

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Abstract

The present invention relates to a nitrogen-oxynickel coordination compound catalysis system, and said catalysis sytem is formed from main catalyst bis(substituted salicylalimine) nickel (II) coordination compound and cocatalyst methyl aluminium oxygen alkyl (MAO). Said invention is simple in process, its raw materials are easily available, its cost is low and its catalytic activity is high (maximum is up to 1.05X10 to the power 9 g PNB / (molNi.h.atm)), and by changing reaction condition the activity of catalyst (1X10 to the power 4-1.05X10 to the power 9g PNB / (mol Ni.h.atm) and obtained polybornylene yield (10%-100%), molecular weight (1X10 to the power 5-3.5X10 to the power 6) and molecular weight, distribution (1.3-25) can be regulated in large range.

Description

technical field [0001] The present invention relates to a kind of catalytic system that is used for the polymerization of norbornene and its derivatives, specifically relates to a kind of (substituted salicylaldimine) nickel (II) complex catalyst for the polymerization of norbornene and its derivatives system. [0002] The present invention also relates to a method for the preparation of the aforementioned catalytic system. [0003] The present invention also relates to the use of the above catalyst system in the polymerization of norbornene and its derivatives. Background technique [0004] Bicyclo[2.2.1]hept-2-ene is commonly known as norbornene. Norbornene and its derivatives can be polymerized in the following three ways: [0005] Polymers with different structures and properties can be obtained by different polymerization methods. The first polymerization method is called ring-opening metathesis polymerization (ROMP), which is the most studied norbornene polymeriz...

Claims

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Application Information

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IPC IPC(8): B01J31/14B01J31/18B01J31/28C08F4/80
Inventor 孙文华杨海健李子龙
Owner INST OF CHEM CHINESE ACAD OF SCI
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