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Photocurable nitrate ester polyether and synthesis method thereof

A nitrate ester and light-curing technology, applied in the field of solid propellants, can solve the problems of reducing the mechanical properties of elastomers and difficult control of the cross-linked network structure of elastomers

Active Publication Date: 2019-08-30
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the material does not contain energy groups, it is an inert adhesive, and the molecular chain of polybutadiene-terminated polybutadiene contains a large number of double bonds. Although its reactivity is low, it will also participate in a small amount of photocuring The cross-linked network structure of the elastomer formed after curing is difficult to control, which reduces the mechanical properties of the elastomer

Method used

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  • Photocurable nitrate ester polyether and synthesis method thereof
  • Photocurable nitrate ester polyether and synthesis method thereof
  • Photocurable nitrate ester polyether and synthesis method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0024] Add 25g (10mmol) hydroxyl-terminated poly-3-nitratemethyl-3-methyloxetane into the reaction flask, heat to 85°C, remove water under reduced pressure for 1h, then cool down to 60°C, add 0.07g di Butyltin dilaurate, 3.1g (20mmol) isocyanoethyl methacrylate, continue to react for 1h to obtain a bright yellow viscous liquid.

[0025] Structure Identification:

[0026] IR, ν max (cm -1 ): 3443 (-NH-), 1724 (-COO-), 1639 (CH 2 =C-), 1632, 1281, 869 (-ONO 2 ), 1112 (C-O-C).

[0027] 1 H NMR (CDCl 3 ,500MHz): δ6.13, 5.60, 4.39, 4.25, 3.23~3.30, 1.96, 0.96.

[0028] 13 C NMR (CDCl 3 ,500MHz): δ167.9, 157.5, 136.6, 126.0, 74.8, 73.6, 67.1, 44.3, 40.4, 18.8, 17.3.

[0029] Molecular weight and distribution: Mn=2800, Mw=4228, Mw / Mn=1.51.

[0030] The above data indicate that the synthesized compound is photocurable nitrate polyether.

Embodiment 2

[0032] Add 30g (10mmol) hydroxyl-terminated poly-3-nitrate methyl-3-methyloxetane into the reaction flask, heat to 85°C, remove water under reduced pressure for 1h, then cool down to 60°C, add 0.09g di Butyltin dilaurate, 3.1g (20mmol) isocyanoethyl methacrylate, continue to react for 1.5h to obtain a bright yellow viscous liquid.

[0033] Molecular weight and distribution: Mn=3300, Mw=5148, Mw / Mn=1.56.

Embodiment 3

[0035] Add 36g (10mmol) hydroxyl-terminated poly-3-nitrate methyl-3-methyloxetane into the reaction flask, heat to 90°C, remove water under reduced pressure for 1h, then cool down to 60°C, add 0.13g di Butyltin dilaurate, 3.1g (20mmol) isocyanoethyl methacrylate, continue to react for 2h to obtain a bright yellow viscous liquid.

[0036] Molecular weight and distribution: Mn=3910, Mw=6334, Mw / Mn=1.62.

[0037] Photocurable nitrate ester polyether application performance of the present invention

[0038] With the photocurable nitrate ester polyether of the present invention as adhesive, methyl acrylate as diluent, 2,4,6-trimethylbenzoyl-diphenylphosphine oxide (TPO) as photoinitiator, three According to the ratio of 1g: 3ml: 0.03g, mix evenly, and cure under ultraviolet light to obtain a crosslinked elastomer. The mechanical properties at room temperature are: the tensile strength is 14.5MPa, and the elongation at break is 550%.

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Abstract

The invention discloses a photocurable nitrate ester polyether and a synthesis method thereof. The structural formula of the photocurable nitrate ester polyether is shown in Formula (I), and the synthesis process comprises the following steps: the photocurable nitrate ester polyether is obtained by adding an isocyanoethyl methacrylate to hydroxyl-terminated poly-3-nitrate methyl-3-methyloxetane asa raw material. The photocurable nitrate ester polyether disclosed by the invention has a simple synthesis method, is easy to enlarge, and introduces a urethane group, which can impart good mechanical properties to a photocurable elastomer. The invention is primarily useful in composite solid propellants. (Formula (I) is shown in the specification), where n is an integer between 10 and 30.

Description

technical field [0001] The invention relates to a photocurable nitrate ester polyether and a synthesis method thereof. The compound can be used as a binder for solid propellants and belongs to the field of solid propellants. Background technique [0002] Hydroxyl-terminated polybutadiene (HTPB) is a "telechelic" polymer compound with active terminal hydroxyl groups. It has good physical and chemical properties, low glass transition temperature and viscosity, good process and mechanical properties, and high capacity. It is the most widely researched and applied binder for solid propellants at present. The end of HTPB molecular chain contains hydroxyl groups, which can be thermally cured with isocyanate curing agent to form polyurethane elastomer. It is a thermally curable adhesive. However, HTPB thermal curing has problems such as harsh curing conditions and long curing time, which are difficult to meet the requirements of 3D printing. Rapid prototyping needs. [0003] The ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/333
CPCC08G65/33351C08G2650/04
Inventor 莫洪昌魏宗亮陈松刘宁徐明辉卢先明汪伟
Owner XIAN MODERN CHEM RES INST
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