트리페닐포스페이트
인산트리페닐 · 트리페닐포스페이트 · 인산,트리페닐에스테르 · 트리페녹시포스핀산화물 · 셀루플렉스TPP · 디스플 · 트라이페닐포스페이트 · 트라이페닐 포스페이트

식별자 및 물리적 특성
| CAS No. | 115-86-6 |
|---|---|
| 분자식 | C18H15O4P |
| 평균 분자량 | 326.3 g/mol |
| 단동위원소 질량 | 326.07079559 g/mol |
| SMILES | O=P(Oc1ccccc1)(Oc1ccccc1)Oc1ccccc1 |
| InChIKey | XZZNDPSIHUTMOC-UHFFFAOYSA-N |
| PubChem CID | 8289 |
| ChEMBL | CHEMBL454511 |
| ChEBI | CHEBI:35033 |
| EC No. | 204-112-2 |
| DTXSID | DTXSID1021952 |
| 현지명 | 트리페닐포스페이트 |
화학 및 물리적 성질
| XLogP | 4.6 |
|---|---|
| 극성 표면적 | 44.8 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 6 |
| 무거운 원자 수 | 23 |
| 형식 전하 | 0 |
| 복잡도 | 325 |
| 물질 분류 | Other Classes -> Organophosphates, OtherWaste-water effluent contaminant |
| Polymers | Plastics -> ABSPlastics -> Other functions -> Flame retardantPlastics -> Plasticisers |
| 화장품 | Cosmetic ingredients (Triphenyl Phosphate) -> CIR (Cosmetic Ingredient Review) |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(분배 계수) | log Kow = 4.593.9 |
| 냄새 | OdorlessPhenol-like odor냄새 없는 |
| Plasticizers | Plasticizer |
| 밀도 | 1.2055 (NTP, 1992) - Denser than waterwill sinkDensity: 1.2055 g/cu cm at 50 °CBulk density: 10.5 lb/galRelative density (water = 1): 1.271.268 @ 60°C |
| Flame Retardants | Flame retardantsFlame Retardants -> Organophosphorus flame retardant (OP) |
| Color/Form | Crystals from ligroinprisms from alcoholneedles from diethyl etherColorless, crystalline powder |
| 용해도 | Insoluble (NTP, 1992)In water, 1.9 mg/L at 25 °CInsoluble in waterSoluble in ethanolvery soluble in ether, benzene, carbon tetrachloride, chloroformSoluble in benzene, chloroform, ether, acetonemoderately soluble in alcoholFor more Solubility (Complete) data for Triphenyl phosphate (7 total), please visit the HSDB record page.H2O: 20°C에서 용해성0.0019g/L |
| 인화점 | 428 °F (NTP, 1992)220 °C428 °F (220 °C) (Closed cup)220 °C c.c.435 °F |
| 녹는점 | 48-50 °C (lit.) |
| 끓는 점 | 244 °C/10 mmHg (lit.) |
| 증기 밀도 | 11.3 (vs air) |
| 증기압 | 1.3 mm Hg ( 200 °C) |
| 굴절률 | 1.563 |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 플레이크 크리스탈 |
| 색상 | 하얀색 |
| 용해도 | 불용성 |
| 비열 | Cp(crystal): 1.09 J/(g·K), at 25℃ |
| Merck | 14,9742 |
| BRN | 1888236 |
| 헨리 상수 | 5.88 at 20 °C (approximate - calculated from water solubility and vapor pressure) |
| 안정성 | 안정적인. |
| 화장품 원료 기능 | 가소제 |
| InChI | 1S/C18H15O4P/c19-23(20-16-10-4-1-5-11-16,21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15H |
| InChIKey | XZZNDPSIHUTMOC-UHFFFAOYSA-N |
| SMILES | O=P(Oc1ccccc1)(Oc2ccccc2)Oc3ccccc3 |
| LogP(분배 계수) | 4.6 at 20℃ |
| NIST | Triphenylphosphate(115-86-6) |
| EPA | Triphenyl phosphate (115-86-6) |
화학적 성질
Triphenyl phosphate (TPP) is a colorless crystalline powder with a faint, phenol-like odor. Triphenyl phosphate is practically insoluble in water at 1.9 × 10 7 mg/l at 24 °C (Yalkowsky et al., 2010). It is very soluble in carbon tetrachloride (Haynes, 2010) and is soluble in most lacquers, solvents, thinners, and oils, as well as in alcohol, benzene, ether, chloroform, and acetone (Lewis, 1996). It begins to decompose at about 600 °C in inert gas, and in a large excess of air, complete combustion to carbon dioxide occurs in the range 800–900 °C (Lhomme et al., 1984). Hydrolysis of TPP occurs very slowly in acidic or neutral solutions, but occurs rapidly in alkaline solutions (Barnard et al., 1966).
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 0.6% (9 of 1488) of reports.WarningH400 (83.4%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]P273, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1488 reports by companies from 25 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Phosphoric acid, triphenyl esterHazard Traits - Endocrine ToxicityNeurotoxicityReproductive ToxicityPhosphoric acid, triphenyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphoric acid, triphenyl 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)T - indicates a substance that is the subject of a final TSCA section 4 test rule.Status: Active Update: 21-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15972Substance: Triphenyl phosphate |
| 기타 안전 정보 | Evaluation - Triphenyl phosphate and diphenyl phosphate |
| 화재 위험 | Combustible. |
| 화재 가능성 | Combustible when exposed to heat or flame. |
| 건강 유해성 | Excerpt from NIOSH Pocket Guide for Triphenyl phosphate: |
| 유해성 요약 | Cholinesterase inhibition, but no cumulative toxicity, was observed in animal studies. A study of 33 workers (employed for an average of 7.4 years) in a plant manufacturing TPP found no adverse health effects. A slight reduction in erythrocyte cholinesterase activity was found in six workers. One case of occupational allergic contact dermatitis has been documented. [ACGIH] In high-dose animal studies, adverse effects include delayed paralysis similar to that seen with tri-o-cresyl phosphate. [HSDB] |
| FDA 요건 | Triphenylphosphate is an indirect food additive for use only as a component of adhesives. |
| 반응성 그룹 | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
용도
용도
Triphenyl phosphate is known as a product with manifold fields of applications regarding its qualities in particular as a flame retardant. One primary use is as a flame retardant in phenolic- and phenylene oxide-based resins for the manufacture of electrical and automobile components, for auto upholstery, and as a nonflammable plasticizer in cellulose acetate for photographic films. It has also been used to impregnate roofing paper. Triphenyl phosphate occurs as a plasticizer in various lacquers and varnishes (O'Neil, 2006), and as a component of lubricating oil and hydraulic fluids (ACGIH, 2012).
제조 및 합성 방법
제조 방법
Triphenyl phosphate is prepared by reacting phosphorus pentoxide and phenol (Budavari, 2001), or by reacting phosphorus oxychloride and phenol (Snyder, 1990). On a larger scale phosphorus oxychloride and phenol are reacted in an esterification tank with heating. The HCL formed is trapped and condensed, while the crude triphenyl phosphate runs into a large tank where it is purified.