メタクリル酸2-ヒドロキシエチル
メタクリル酸2-ヒドロキシエチル · エチレングリコールメタクリラート · N5-メチル-L-グルタミン · 2-ヒドロキシエチル=2-メチルプロペノアート · メタクリル酸グリセリル · メタクリル酸(2-ヒドロキシエチル) · 2-ヒドロキシエチルメタクリレートモノマー · 2-ヒドロキシエチルメタクリラート
識別子と物理属性
| CAS No. | 12676-48-1 |
|---|---|
| 分子式 | C6H10O3 |
| 平均分子量 | 130.14 g/mol |
| 単同位体質量 | 130.06299418 g/mol |
| SMILES | C=C(C)C(=O)OCCO |
| InChIKey | WOBHKFSMXKNTIM-UHFFFAOYSA-N |
| PubChem CID | 13360 |
| ChEMBL | CHEMBL1730239 |
| ChEBI | CHEBI:34288 |
| EC No. | 212-782-2 |
| DTXSID | DTXSID7022128 |
| 現地名 | メタクリル酸2-ヒドロキシエチル |
化学・物理的性質
| XLogP | 0.5 |
|---|---|
| 極性表面積 | 46.5 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 4 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 117 |
| Polymers | Plastics & Rubber -> (Meth)acrylates |
| 化粧品 | Cosmetic ingredients (HEMA) -> CIR (Cosmetic Ingredient Review) |
| LogP（分配係数） | log Kow= 0.470.42 |
| 密度 | 1.034 @ 25 °C/4 °C1.07 g/cm³1.034 @25 °C1.073 g/mL at 25 °C(lit.) |
| Viscosity | 8.4 mm²/s at 20 °C |
| Color/Form | Clear mobile liquid |
| 溶解度 | Miscible with water and soluble in common org solventsSolubility in water: miscibleクロロホルム、メタノール（微量）溶ける |
| 引火点 | 97 °C (closed cup)97 °C c.c.207 °F |
| 沸点 | 67 °C @ 3.5 mm Hg250 °C (calculated)67 °C @760 [mm Hg]67 °C3.5 mm Hg(lit.) |
| Decomposition | When heated to decomp it emits acrid smoke and irritating fumes. |
| 融点 | FP: -12 °C |
| 蒸気密度 | Relative vapor density (air = 1): 4.55 (vs air) |
| 蒸気圧 | 0.01 mm Hg ( 25 °C) |
| 屈折率 | n20/D 1.453(lit.) |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 液体 |
| pKa（酸解離定数） | 13.83±0.10(Predicted) |
| 色 | クリア |
| 臭い | エステル様 |
| 凝固点 | -20 |
| BRN | 1071583 |
| ヘンリー定数 | 4.6×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 安定性 | 不安定 - 安定剤なしでは重合する可能性があります。安定化のためにジエチレングリコールモノメタクリレート、ジエチレングリコールジメタクリレート、メタクリル酸を少量使用または含有させることができる。強力な酸化剤、フリーラジカル開始剤、過酸化物、鋼とは相容れない。密閉容器は加熱するとポリマーの暴走により爆発する恐れがあります。 |
| 化粧品成分の機能 | ネイルスカルプティング |
| InChI | 1S/C6H10O3/c1-5(2)6(8)9-4-3-7/h7H,1,3-4H2,2H3 |
| InChIKey | WOBHKFSMXKNTIM-UHFFFAOYSA-N |
| SMILES | CC(=C)C(=O)OCCO |
| LogP（分配係数） | 0.42 at 25℃ |
| CAS データベース | 868-77-9(CAS DataBase Reference) |
| NISTの化学物質情報 | 2-Hydroxyethyl methacrylate(868-77-9) |
| EPAの化学物質情報 | 2-Hydroxyethyl methacrylate (868-77-9) |
化学的特性
colourless liquid
安全性と法規制
| GHS 分類 | WarningH315: Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.2% (3 of 1898) of reports.H315 (94.3%): Causes skin irritation [Warning Skin corrosion/irritation] |
|---|---|
| 規制情報 | Chemical: 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 16-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/151242-Hydroxyethyl methacrylate: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | IMAP assessments - 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester: Human health tier II assessment |
| 火災危険 | Combustible. Above 97 °C explosive vapour/air mixtures may be formed. |
| 火災の可能性 | 30% GRADE (WITH XYLENE) IS FLAMMABLEMODERATE FIRE RISK. |
| 有害性の概要 | Allergic contact dermatitis reported in a laboratory technician and in the printing industryA skin and eye irritant[HSDB] Hydrolyzed forming methacrylic acid and ethylene glycolA mild skin and moderate eye irritantPossesses skin sensitizing properties with equivocal results in human patch testing[Reference #2] A skin and severe eye irritantMay cause skin sensitization[Alfa Aesar MSDS] |
| FDA 要件 | Homopolymers and copolymers of 2-Hydroxyethyl methacrylate is an indirect food additive for use only as a component of adhesives. |
| EC 分類 | Symbol: XiR: 36/38-43S: (2)-26-28 |
用途
用途
熱硬化性塗料、接着剤
用途
熱硬化性塗料?接着剤?コンタクトレンズ原料
用途
有機合成原料。
説明
2-Hydroxyethyl methacrylate (HEMA) is a widely used monomer compound employed in the preparation of poly(2-hydroxyethyl methacrylate) (PHEMA) and its derivatives. PHEMA is a favourable biomaterial primarily utilised in the production of hydrogel medical materials. HEMA is a raw material for contact lenses, paints, adhesives, resin modifiers, photosensitive resins, paper processing agents, and similar products.
使用
2-Hydroxyethyl methacrylate is used for preparation of hydrophilic polymers for biomedical devices.
一般的な説明
2-Hydroxyethyl methacrylate (HEMA) is biocompatible in nature. Polymeric hydrogel scaffold can be produced by polymerizing HEMA in water.
製法・合成法
純化方法
Dissolve the ester in water and extract with n-heptane to remove ethylene glycol dimethacrylate (checked by gas-liquid chromatography and by NMR) and distil it twice under reduced pressure [Strop et al. J Phys Chem 80 694 1976]. [Beilstein 2 IV 1530.]