トリメリット酸無水物
トリメリット酸無水物 · 1,2,5-ベンゼントリカルボン酸1,2-無水物 · 4-カルボキシフタル酸1,2-無水物 · 4-カルボキシフタル酸1,2-アンヒドリド · トリメリト酸無水物 · 1,3-ジヒドロ-1,3-ジオキソイソベンゾフラン-5-カルボン酸 · 1,3-ジオキソイソベンゾフラン-5-カルボン酸 · 1,2,4-ベンゼントリカルボン酸1,2-無水物

識別子と物理属性
| CAS No. | 552-30-7 |
|---|---|
| 分子式 | C9H4O5 |
| 平均分子量 | 192.12 g/mol |
| 単同位体質量 | 192.00587323 g/mol |
| SMILES | O=C(O)c1ccc2c(c1)C(=O)OC2=O |
| InChIKey | SRPWOOOHEPICQU-UHFFFAOYSA-N |
| PubChem CID | 11089 |
| ChEMBL | CHEMBL2137687 |
| ChEBI | CHEBI:53050 |
| EC No. | 209-008-0 |
| DTXSID | DTXSID7026235 |
| 現地名 | トリメリット酸無水物 |
化学・物理的性質
| XLogP | 0.8 |
|---|---|
| 極性表面積 | 80.7 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 5 |
| 回転可能結合数 | 1 |
| 重原子数 | 14 |
| 形式電荷 | 0 |
| 複雑度 | 308 |
| Polymers | Plastics & Rubber -> Acid Anhydrides, Cyclic |
| SpringerMaterials Properties | Boiling point |
| 密度 | 1.55 at 68 °F (NTP, 1992) - Denser than waterwill sink1.54 |
| Color/Form | CrystalsColorless solid |
| 溶解度 | less than 1 mg/mL at 68 °F (NTP, 1992)Sol at 25 °C: 0.002 g/100 g carbon tetrachloride0.06 g/100 g ligroin0.4 g/100 g mixed xylenes15.5 g/100 g dimethyl formamide49.6 g/100 g acetone21.6 g/100 g ethyl acetate36.5 g/100 g 2-butanone at 25 °C38.4 g/100 g cyclohexanone at 25 °C0.06 g/100 g mineral spirits at 25 °CSolubility in water: reaction24.4g/l(分解)分解する |
| 引火点 | 440.6 °F (NTP, 1992)227 °C o.c. |
| 沸点 | 464 to 473 °F at 14 mmHg (NTP, 1992)390 °CBoiling point: 240-245 °C at 14 mm HgBoiling point 240-245 °C at 14 mm Hgat 1.87kPa: 240-245 °C464-473 °F at 14 mmHg |
| Decomposition | When heated to decomposition it emits acrid smoke and irritating fumes. |
| 融点 | 329 to 336 °F (NTP, 1992)161-163.5 °C329-336 °F322 °F163-166 °C (lit.) |
| 蒸気密度 | 6.6 (NTP, 1992) - Heavier than airwill sink (Relative to Air)Relative vapor density = 6.6 (air =1)Relative vapor density (air = 1): 6.66.6 (vs air) |
| 蒸気圧 | 4e-06 mmHg at 77 °F (NTP, 1992)0.00000986 [mmHg]Vapor pressure: 4X10-6 mm HgVapor pressure of liquid trimellitic anhydride = 2.25 mm Hg at 200 °CVapor pressure at 25 °C: negligible0.000004 mmHg<0.01 mm Hg ( 20 °C) |
| Food Contact Substances | FCS -> FDA Cumulative Estimated Daily Intake (CEDI)FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFRFCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications |
| 屈折率 | 1.4717 (estimate) |
| 貯蔵条件 | Store below +30°C. |
| pKa(酸解離定数) | 3.11±0.20(Predicted) |
| 外観・状態 | フレーク |
| 色 | ホワイトからオフホワイト |
| pH | 2 (21g/l, H2O, 20℃) |
| 爆発限界 | 1-7%(V) |
| Merck | 14,9703 |
| BRN | 9394 |
| 安定性 | 安定。湿気に敏感。 |
| InChI | 1S/C9H4O5/c10-7(11)4-1-2-5-6(3-4)9(13)14-8(5)12/h1-3H,(H,10,11) |
| InChIKey | SRPWOOOHEPICQU-UHFFFAOYSA-N |
| SMILES | OC(=O)c1ccc2C(=O)OC(=O)c2c1 |
| LogP(分配係数) | 0.06-0.54 at 20℃ |
| CAS データベース | 552-30-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Trimellitic anhydride(552-30-7) |
| EPAの化学物質情報 | Trimellitic anhydride (552-30-7) |
化学的特性
Trimellitic anhydride is a white powder or flakes. It is the anhydride of trimellitic acid (1,2,4-benzenetricarboxylic acid). It is soluble in water, ethanol, acetone and other general organic solvents.
化学性质
有機酸のなかで耐熱性,耐薬品性が優れており,樹脂原料として工業的に重要である。
安全性と法規制
| GHS 分類 | DangerH317: May cause an allergic skin reaction [Warning Sensitization, Skin]P233, P260, P261, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P333+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1477) of reports.H317 (99.9%): May cause an allergic skin reaction [Warning Sensitization, Skin] |
|---|---|
| 規制情報 | Chemical: 5-Isobenzofurancarboxylic acid, 1,3-dihydro-1,3-dioxo-Hazard Traits - Respiratory ToxicityCouncil Directive (EEC) No 109/1989 (Repealed by Reg. EC No 1935/2004 (amended))5-Isobenzofurancarboxylic acid, 1,3-dihydro-1,3-dioxo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 5-Isobenzofurancarboxylic acid, 1,3-dihydro-1,3-dioxo- 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: 05-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15095Substance: Benzene-1,2,4-tricarboxylic acid 1,2 anhydride |
| その他の安全情報 | IMAP assessments - 5-Isobenzofurancarboxylic acid, 1,3-dihydro-1,3-dioxo-: Environment tier I assessment |
| 火災危険 | This chemical is combustible. (NTP, 1992)Combustible. Finely dispersed particles form explosive mixtures in air. |
| 火災の可能性 | Combustible. |
| 健康有害性 | Excerpt from NIOSH Pocket Guide for Trimellitic anhydride: |
| 有害性の概要 | There are three syndromes caused by trimellitic anhydride (TMA) based on its ability to irritate and sensitize lung tissue. Sensitized workers can develop upon re-exposure 1) asthma-rhinitis2) late respiratory systemic syndrome (LRSS)or very rarely 3) pulmonary disease anemia syndrome (PDA). [Grammer LC et al. Review of trimellitic anhydride (TMA) induced respiratory response. Allergy Asthma Proc 1997 Jul-Aug18(4):235-7] Workers exposed to less than 0.002 mg/m3 are at low risk for developing disease. [Grammer LC et al. A Clinical and Immunologic Study to Assess Risk of TMA-Induced Lung Disease as Related to Exposure. JOEM 1999 Dec |
用途
解説
C9H4O5(192.13).トリメリト酸無水物,無水トリメリット酸ともいう.ベンゼン核に3個のカルボキシル基が1,2,4の位置についたものをトリメリト酸といい,このうち隣接したカルボキシル基から水を除去したものをいう.工業的製法には,1,2,4-トリメチルベンゼン(プソイドクメン)を酸化する方法,およびパラキシレンをクロロメチル化して酸化する方法などがある.白色の固体.融点166~168 ℃,沸点200 ℃(0.27 kPa),250 ℃(2.1 kPa).d"1.54.アセトンに可溶,キシレンに微溶.おもに塩化ビニル樹脂用可塑剤,耐熱性ポリイミド樹脂および水溶性塗料の原料として用いられる.森北出版「化学辞典(第2版)
用途
水溶性塗料、樹脂原料
用途
有機合成(可塑剤)原料。
用途
水溶性塗料、エステル系耐熱性可塑剤原料、ポリアミドイミド原料、エポキシ樹脂硬化剤、接着剤、安定剤、繊維処理剤、界面活性剤、染料、顔料
使用
Trimellitic Anhydride is mainly used as raw material for polyester resin,polyimide resin,plasticizer TOTM ,and also be used for producing heatproof & insulating,adhesive,surfactant, paint,synthesize dye materials etc. Trimellitic anhydride is used as an embossing agent for vinyl flooring and as a curing agent for epoxy resins. It is also used as an intermediate for the synthesis of surface coatings chemicals, adhesives, polymers, dyes printing inks, pharmaceuticals .
一般的な説明
1,2,4-Benzenetricarboxylic anhydride(TA) is a hydrophilic monomer with multipurpose usage; as a curing agent for epoxy based resins and as a plasticizer for polyvinyl chloride(PVC).
製法・合成法
合成方法
m-キシレンあるいはプソイドクメンのHF-BF触媒存在下でのCOによるカルボニル化反応により得られる2,4-ジメチルベンズアルデヒドを経由して合成される。