双语化学辞典Chem Lexicon
类别 · 高分子化学 · 热固性树脂 Polymer chemistry · Thermosets

环氧树脂Epoxy

拼音Pinyin huán yǎng shù zhī 别名Also 环氧胶; epoxy resin

定义Definition

环氧树脂是分子中含有两个或以上环氧基的低聚物,最常见的是双酚 A 二缩水甘油醚(DGEBA)。它与胺、酸酐等固化剂反应交联成三维网络,形成坚硬、黏结力强、耐化学腐蚀的热固性材料。

Epoxy resins are oligomers with two or more epoxide groups per molecule, most commonly bisphenol A diglycidyl ether (DGEBA). Reacting with hardeners such as amines or anhydrides, they crosslink into three-dimensional networks, forming hard, strongly adhesive, chemically resistant thermosets.

固化原理Curing chemistry

三元环氧乙烷环张力大,易被亲核试剂开环。伯胺的每个 N–H 都能进攻环氧基的碳,开环生成仲醇和仲胺,仲胺再继续反应,多官能团单体由此形成交联网络。计量时按环氧当量与胺氢当量 1:1 配比。固化放热,固化后的玻璃化温度取决于网络结构和固化温度。生成的羟基与金属、玻璃表面形成氢键,赋予优异的黏结力。

The strained three-membered epoxide ring opens easily under nucleophilic attack. Each N–H of a primary amine attacks an epoxide carbon, opening it to give a secondary alcohol and a secondary amine, which reacts again, so multifunctional monomers build a crosslinked network. Formulations balance epoxide equivalents against amine-hydrogen equivalents 1:1. Curing is exothermic, and the final glass transition depends on network structure and cure temperature. The hydroxyl groups formed hydrogen-bond to metal and glass surfaces, giving excellent adhesion.

历史History

1934 年德国的施拉克获得胺与环氧化合物反应制备树脂的专利。1936 年前后瑞士的卡斯坦和美国的格林利各自独立开发出双酚 A 型环氧树脂。1946 年汽巴公司以 Araldite 商标推出环氧胶黏剂。此后环氧树脂广泛用于涂料、复合材料和电子封装。

In 1934 Paul Schlack in Germany patented resins from amines and epoxides. Around 1936 Pierre Castan in Switzerland and Sylvan Greenlee in the United States independently developed bisphenol A epoxy resins. Ciba launched Araldite epoxy adhesive in 1946, and epoxies spread into coatings, composites and electronics packaging.

用途与安全Uses and safety

环氧树脂是碳纤维和玻璃纤维复合材料的主要基体,用于飞机、风电叶片和体育器材;也用于防腐涂料、地坪、电路板(FR-4)、芯片封装和结构胶(“AB 胶”)。未固化的树脂和胺类固化剂是常见的皮肤致敏原,操作时应戴手套。双酚 A 的内分泌干扰作用也受到关注。

Epoxy is the main matrix for carbon- and glass-fibre composites in aircraft, wind-turbine blades and sports equipment, and is used in anticorrosion coatings, floors, circuit boards (FR-4), chip encapsulation and two-part structural adhesives. Uncured resins and amine hardeners are common skin sensitisers, so wear gloves. The endocrine effects of bisphenol A are also a concern.

反应Reactions

双酚 A + 2 环氧氯丙烷 NaOH⟶ DGEBA + 2 NaCl + 2 H2OA + 2 Propane NaOH⟶ DGEBA + 2 NaCl + 2 H2O

碱催化缩合;固化:R–NH₂ + 环氧基 → R–NH–CH₂–CH(OH)–

Base-catalysed condensation; curing: R–NH₂ + epoxide → R–NH–CH₂–CH(OH)–

R–NH2 + 2 环氧基 ⟶ R–N[CH2CH(OH)R′]2R–NH2 + 2 ⟶ R–N[CH2CH(OH)R′]2

伯胺与两个环氧基反应形成交联点

A primary amine reacts with two epoxides to form a crosslink

年表Timeline

  • 1934

    施拉克获环氧-胺树脂专利

    Schlack patents epoxy–amine resins

  • 1936

    双酚 A 型环氧树脂问世

    Bisphenol A epoxy resins appear

  • 1946

    Araldite 环氧胶上市

    Araldite adhesive is launched