Polyurethane elastomer with main chain containing ferrocene, and preparation method thereof

A polyurethane elastomer containing ferrocene technology, which is applied in chemical instruments and methods, metallocenes, organic chemistry, etc., can solve the problems that thermal stability has not been significantly improved, and achieve outstanding mechanical properties, excellent processing performance, and excellent Effects of Thermal Stability and Heat Resistance

Active Publication Date: 2017-10-20
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In 1986, Gonsalves and Rausch first used two ferrocene derivatives as chain extenders to synthesize polyurethanes containing ferrocene in the main chain (see literature: Gonsalves, K. E.; Rausch, M. D. Journal of Polymer Science Part A Polymer Chemistry, 1986 , 24(7), 1599-1607.), its initial decomposition temperature is about 20°C higher than that of butanediol chain-extended polyurethane widely used in industry, but the above two chain extenders are solid at room temperature, only suitable for Using solution polymerization; Najafi-Mohajeri of the Florida Institute of Technology in the United States respectively copolymerized ferrocene homopolymers with hydroxyl and amino groups and iso

Method used

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  • Polyurethane elastomer with main chain containing ferrocene, and preparation method thereof
  • Polyurethane elastomer with main chain containing ferrocene, and preparation method thereof
  • Polyurethane elastomer with main chain containing ferrocene, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] 1. Chain extender A: Preparation of 1,1'-bis[2-(β-hydroxyethyl) formate-2-methyl-propyl)]ferrocene

[0049] Etherification reaction: In a 100mL dry single-necked round bottom flask, add 2.145g 1,1'-bis(hydroxymethyl)ferrocene, and then add 60.0mL mixed solvent (methanol and glacial acetic acid volume ratio 4:1) , stir to dissolve, heat up to 75°C and stir and reflux for 12h, remove the volatile solvent under reduced pressure, re-dissolve with dichloromethane, wash with saturated NaHCO 3 Wash with deionized water and dry in vacuo to obtain 2.355g of 1,1'-bis(1-methoxy-methyl)ferrocene, whose chemical structural formula is:

[0050] ;

[0051] Catalytic addition reaction: In a 250 mL dry Schlenk bottle, add 2.355 g 1,1'-bis(1-methoxy-methyl)ferrocene and 10.6 mL 1-methoxy-1-(trimethyl Siloxane)-2-methyl-1-propene, then add 120.0mL anhydrous dichloromethane and stir to dissolve; under the protection of dry nitrogen, cool the reaction system to -72 ~ -78°C, add dropwise...

Embodiment 2

[0061] 1. Chain extender B: Preparation of 1,1'-bis[2-(β-hydroxyethyl)formamide-2-methyl-propyl)]ferrocene

[0062] The specific preparation method refers to Example 1, and the raw material "ethylene glycol" in Example 1 is replaced with "ethanolamine", and the chemical structure of the chain extender B obtained is:

[0063] .

[0064] 2. Preparation of polyurethane elastomers containing ferrocene in the main chain

[0065] In a 250 mL three-necked round bottom flask, add 10.042g polytetrahydrofuran ether glycol (molecular weight: 2000), heat to 120°C, remove water under vacuum for 4 to 5 hours, then cool to room temperature, blow nitrogen, add 2.970g 4, For 4'-diphenylmethane diisocyanate, slowly heat up to 50°C and stir until uniform; then continue to heat up to 60°C, stir and react for 3 hours; cool to room temperature, add 2.418g of chain extender B, stir until dissolved, Slowly raise the temperature to 90°C and react for 2 hours. After the viscosity no longer increase...

Embodiment 3

[0068] 1. Chain extender C: Preparation of 6,6'-bis[1-methyl-2-(β-hydroxyethyl) formate-2-methyl-propyl)] dinuclear ferrocene propane

[0069] Acetylation reaction: Under the protection of an inert gas, dissolve 6.594g of dinuclear ferrocenepropane and 40mL of anhydrous dichloromethane in a 250mL two-necked round-bottomed flask, heat to 38-40°C, and reflux slightly; Add dropwise the mixed solution of 4.5mL acetic anhydride, 6.7mL boron trifluoride ethyl ether and 20mL anhydrous dichloromethane, and dropwise add in 5-6h; continue to heat and reflux for 30min, cool naturally to room temperature, and directly use 15% potassium acetate aqueous solution Perform hydrolysis, extract the organic phase, and wash with saturated NaHCO 3 Repeated washing with deionized water, vacuum drying to obtain 7.495g of dark red viscous liquid 2,2-(6,6'-diacetyl)binuclear ferrocenepropane, its structural formula is:

[0070] .

[0071] Reduction reaction: Under the protection of inert gas, mix 7...

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Abstract

The invention discloses a polyurethane elastomer with the main chain containing ferrocene, and a preparation method thereof. The preparation method comprises the following steps: mixing oligomer diol with diisocyanate to obtain an isocyanate-terminated polyurethane prepolymer; adding ferrocene-containing diol to obtain the polyurethane elastomer with the main chain containing ferrocene; and further carrying out melt coating, brushing, spraying, melt spinning, wet spinning, dry spinning, calendering, impregnation, mold casting and extrusion to realize machine shaping. The highest initial thermal decomposition temperature of the elastomer reaches 342 DEG C, the tensile strength at room temperature is 42.6 MPa, the break elongation at room temperature is 1018%, the elongation at 100 DEG C still can reach 400%, and the polyurethane elastomer with the main chain containing ferrocene is a novel high-performance polyurethane elastomer having good heat tolerance and good mechanical performances, keeps the good processing performances of a polyurethane material, and also has controllable heat tolerance and mechanical performances.

Description

technical field [0001] The invention relates to a polyurethane elastomer material and a preparation method thereof, in particular to a polyurethane elastomer whose main chain contains ferrocene and its preparation. The prepared polyurethane elastomer material not only has excellent heat resistance, elasticity and mechanical strength, but also exhibits certain radiation resistance due to the existence of iron element, and belongs to the technical field of high temperature resistant elastomer materials. Background technique [0002] Polyurethane elastomer is a relatively special category of elastomers. It not only has good oil resistance, wear resistance, corrosion resistance, high elasticity, etc., but also has a wide range of hardness, as low as Shore A10. High impact rubber, up to Shore D90 high-impact elastomer material, the elastic modulus is between 10 and 5000MPa, so the performance range of polyurethane elastomer is extremely wide, and the controllability is strong. Th...

Claims

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Application Information

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IPC IPC(8): C08G18/76C08G18/75C08G18/48C08G18/32C08G18/10C07F17/02
CPCC07F17/02C08G18/10C08G18/4825C08G18/4854C08G18/755C08G18/7671C08G18/3897
Inventor 王建军徐炜娟程莹莹王雪娇孙东豪
Owner SUZHOU UNIV
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