ジフェニル(2,4,6-トリメチルベンゾイル)ホスフィンオキシド

2,4,6-Trimethylbenzoyl diphenylphosphine oxide

HCID 166480CAS 75980-60-8

基本情報

標準SMILES
Cc1cc(C)c(C(=O)P(=O)(c2ccccc2)c2ccccc2)c(C)c1
InChIKey
VFHVQBAGLAREND-UHFFFAOYSA-N
分子式
C22H21O2P
平均分子量
348.4 g/mol
単同位体質量
348.12791654

名称と識別子

優先名称
2,4,6-Trimethylbenzoyl diphenylphosphine oxide
IUPAC
diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone
現地名
ジフェニル(2,4,6-トリメチルベンゾイル)ホスフィンオキシド
英語名
Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide
分子式
C22H21O2P
分子量
348.37

名称と別名

75980-60-8Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxidePhosphine oxide, diphenyl(2,4,6-trimethylbenzoyl)-DTXSID4052502EINECS 278-355-8B9EIM2D97X2,4,6-trimethylbenzoyl diphenylphosphine oxidetrimethylbenzoyl diphenylphosphine oxideCHIVACURE TPODOUBLECURE TPOADDITOL TPOGENOCURE TPO
名称をさらに表示
ジフェニル(2,4,6-トリメチルベンゾイル)ホスフィンオキシド1-[(ジフェニルホスフィニル)カルボニル]-2,4,6-トリメチルベンゼン2,4,6-トリメチルベンゾイルジフェニルホスフィンオキシド(ジフェニルホスフィニル)(2,4,6-トリメチルフェニル)ケトンメシチルカルボニルジフェニルホスフィンオキシド(2,4,6-トリメチルフェニル)(ジフェニルホスフィニル)ケトン2,4,6-トリメチルフェニル(ジフェニルホスフィニル)ケトン(2,4,6-トリメチルベンゾイル)ジフェニルホスフィンオキシドダロキュアTPO2,4,6-トリメチルベゾイル-ジフェニル ホスフィン オキシドジフェニル-2,4,6-トリメチルベンゾイルホスフィン=オキシドジフェニル-2,4,6-トリメチルベンゾイルホスフィン オキシドジフェニル2,4,6トリメチルベンゾイルホスフィン=オキシドトリメチルベンゾイルジフェニルホスフィンオキシドジフェニル(2,4,6-トリメチルベンゾイル)ホスフィン=オキシド2,4,6-トリメチル-α-(ジフェニルホスフィニル)ベンズアルデヒドルシリンTPOメシチル(ジフェニルホスフィニル)メタノンジフェニル2,4,6-トリメチルベンゾイルホスフィンオキシド(メシチルカルボニル)ジフェニルホスフィンオキシドPhotoinitiator TPOTMDPO(Diphenylphosphoryl)(Mesityl)Methanone2,4,6-TRIMETHYLBENZOYLDIPHENYLPHOSPHINE OXIDEbiphenyl(2,4,6-trimethyl-benzoyl)-phosphine oxide2,4,6-TRIMETHYLBENZOYLDIPHENYL PHOSPHINE OXIDE TPODiphenyl(2,4,6-triMethylbenzoyl)phosphine oxide (TPO)HRcure-TPOSPEEDCURE TPOUV photoinitiator TPO
Methanone, (diphenylphosphinyl)(2,4,6-trimethylphenyl)-DTXCID8031075EC 278-355-8(2,4,6-trimethylbenzoyl)diphenylphosphine oxide(DIPHENYLPHOSPHINYL)(2,4,6-TRIMETHYLPHENYL)METHANONERefChem:442966TRIMETHYLBENZOYL DIPHENYLPHOSPHINE OXIDE [INCI]278-355-8

データベース識別子

CAS
75980-60-8
PubChem CID
166480
DTXSID
DTXSID4052502
ChEMBL
CHEMBL3561198
UNII
B9EIM2D97X
EC Number
278-355-8
Nikkaji
J240.339K

物性

構造計算による物性

XLogP
5
極性表面積
34.1 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
4
重原子数
25

実験および物理化学的性質

CosmeticsCosmetic ingredients (Trimethylbenzoyl Diphenylphosphine Oxide) -> CIR (Cosmetic Ingredient Review)
pH4 to 5
Density1.218 g/cm³ at 20 degrees C (OECD 109)
SolubilityWater solubility: 3.3 mg/L at 20 °C (OECD Guideline 105, Flask method) and 11.9 mg/L at 20 °C (OECD Guideline 105, Column elution). Readily soluble in dichloromethane, acetone, n-butylacetate; soluble in styrene and in other monomers.
Boiling PointGreater than 300 degrees C
Melting Point93 degrees C (OECD Guideline 102)

物理化学的性質

融点
88 · 88-92 °C(lit.)
沸点
519.6 · 519.6±60.0 °C(Predicted)
比重(密度)
1.12 g/mL · 1.12 g/mL at 25 °C(lit.)
蒸気圧
0 Pa · 0Pa at 25℃
屈折率
20 · n20/D 1.475(lit.)
闪点
230 °F · >230 °F

化学的性質

化学的特性white or cream powder

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

P203, P261, P272, P280, P302+P352, P318, P321, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.4% (13 of 3088) of reports.

Warning

H317 (12.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]

危険有害性情報

Regulatory Information · 6 件

Chemical: Phosphine oxide, diphenyl(2,4,6-trimethylbenzoyl)-

Hazard Traits - Reproductive Toxicity

Methanone, (diphenylphosphinyl)(2,4,6-trimethylphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanone, (diphenylphosphinyl)(2,4,6-trimethylphenyl)- 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)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 03-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13110

Substance: diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide

Other Safety InformationIMAP assessments - Phosphine oxide, diphenyl(2,4,6-trimethylbenzoyl)-: Human health tier II assessment
Hazard Classes and Categories · 3 件

Skin Sens. 1 (12.5%)

Reproductive toxicity - category 2

Repr. 1B

毒性情報

Toxicity Summary · 1 件

A 2014 Expert Opinion by the European Commission's Scientific Committee on Consumer Safety (SCCS) noted that the acute oral LD50 of Trimethylbenzoyl diphenylphosphine oxide (TPO) in rats was greater than 5000 mg/kg body weight, the dermal LD50 in rats was greater than 2000 mg/kg body weight, and that no data are available for acute inhalation toxicity. Also, the 2014 Expert Opinion described 28-day and 90-day oral studies in rats. The NOAEL in the 28-day study was 50 mg/kg body weight/day and the NOAEL in the 90-day study was 100 mg/kg body weight/day. Further, TPO showed irritation potential to rabbit skin and rabbit eyes, showed moderate sensitization potential in a Local Lymph Node Assay (LLNA) test in mice, and showed no genotoxic/mutagenic potential in bacterial gene mutation and Chinese hamster V79 cell assays. In addition, the 2014 Expert Opinion noted that no carcinogenicity are available while repeated dose toxicity studies in rats found marked testicular atrophy. The 2014 Expert Opinion concluded that Trimethylbenzoyl diphenylphosphine oxide (TPO) is safe when used as a nail modelling product at a concentration of at maximum 5.0%. However, the 2014 SCCS Expert Opinion noted that TPO is considered a moderate skin sensitizer and that other potential uses in cosmetic products cannot be evaluated without further documentation. Further evaluation led to the European Commission prohibitiing the use of TPO in cosmetic products beginning on September 1, 2025 (via the adoption of Commission Regulation (EU) 2025/877). This was the result of TPO being classified as a CMR category 1B reproductive toxicant by Commission Delegated Regulation (EU) 2024/197 under the CLP Regulation (Regulation (EC) No 1272/2008), and this classification triggered the mandatory inclusion of TPO in Annex II (prohibited substances) of the Cosmetics Regulation via Regulation (EU) 2025/877.

Non-Human Toxicity ValuesTrimethylbenzoyl diphenylphosphine oxide caused concentration-dependent cytotoxic effects in human oral keratinocytes (OKF6/Tert2) and Chinese hamster lung fibroblasts (V79), but did not induce genotoxicity in V79 cells.

安全データ

wgk
2
tsca
TSCA listed
rtecs
SZ0395000
ridadr
UN 3077 9 / PGIII
hs_code
29319090
risk_code
22-62-51/53

化学と産業

薬理情報

Mechanism of Action · 1 件

A 2021 review describes in detail the mechanism of actionr of trimethylbenzoyl-diphenylphosphine oxide as a type-1 photoinitiator in dental resin composites. It undergoes rapid cleavage from a triplet excited state to yield two radicals (trimethylbenzoyl radical and diphenylphosphinoyl radical) that initiate polymerization.

用途と製造

UsesCIR ingredient: Trimethylbenzoyl Diphenylphosphine Oxide
U.S. Production2023: 1,000,000 - <2,500,000 lb
Consumer Uses · 2 件

Solvent

The European Commission prohibited the use of TPO in cosmetic products beginning on September 1, 2025 (via the adoption of Commission Regulation (EU) 2025/877). This was the result of TPO being classified as a CMR category 1B reproductive toxicant by Commission Delegated Regulation (EU) 2024/197 under the CLP Regulation (Regulation (EC) No 1272/2008), and this classification triggered the mandatory inclusion of TPO in Annex II (prohibited substances) of the Cosmetics Regulation via Regulation (EU) 2025/877.

Industry Uses · 2 件

Not Known or Reasonably Ascertainable

A 2021 review describes use as a photoinitiator in dental resin composites.

Household ProductsCosmetics product ingredient: Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (Trimethylbenzoyl diphenylphosphine oxide)
General Manufacturing Information · 2 件

Printing Ink Manufacturing

Methanone, (diphenylphosphinyl)(2,4,6-trimethylphenyl)-: ACTIVE

応用分野

使用Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide is a photo initiator, used in many kinds of ink industries

一般的な説明Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO) is a monoacylphosphine oxide based photoinitiator that can be incorporated in a variety of polymeric matrixes for efficient curing and color stability of the resin.

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

補足説明

定義本品は、次の化学式で表される有機化合物である。

関連反応

9 件

関連ノート

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