DPHP
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| Names | |
|---|---|
| Preferred IUPAC name
Bis(2-propylheptyl) benzene-1,2-dicarboxylate | |
| Other names
Bis(2-propylheptyl) phthalate
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.053.137 |
| EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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| |
| Properties | |
| C28H46O4 | |
| Molar mass | 446.672 g·mol−1 |
| Appearance | Clear oily liquid[1] |
| Density | 0.957-0.965 g/cm3[1] |
| < 0.01 mg/L[1] | |
Refractive index (nD)
|
1.482-1.484 |
| Viscosity | 120-130 mPas |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Di(2-propylheptyl) phthalate (also known as bis(2-propylheptyl) benzene-1,2-dicarboxylate, di(propylheptyl) orthophthalate, or DPHP) is an organic compound with the formula C28H46O4. It is a phthalate and is the diester of phthalic acid and the 10-carbon branched-chain alcohol 2-propylheptanol.[2] This colorless, viscous liquid is used for softening PVC plastics and is a general purpose PVC plasticizer.[3] It possesses very good plasticizing properties and may be used as a direct replacement for DEHP and DINP in many applications.[4]
History of discovery
[edit]The introduction of Di(2-propylheptyl) phthalate (DPHP) was driven by increasing regulatory scrutiny and health concerns associated with traditional plasticizers.[5]
DPHP was developed to meet the demand for plasticizers with improved safety profiles, particularly in applications involving human contact. As a result of its production through the esterification of phthalic anhydride with 2-propylheptanol, it results in a compound with low volatility and high thermal stability, making it suitable for various applications, including automotive interiors, wire and cable insulation, and flooring materials.[6]
The compound gained regulatory attention in the European Union, where it was included in the Community Rolling Action Plan (CoRAP) under the REACH regulation in 2014. This inclusion was due to concerns about its widespread use, potential endocrine-disrupting properties, and exposure risks to sensitive populations. Germany was tasked with evaluating DPHP's health and environmental impacts, with the assessment process beginning in 2020.[5]
Research into DPHP's metabolism and exposure markers has been conducted to better understand its behavior in biological systems. A 2019 study utilized ultra-performance liquid chromatography-mass spectrometry (UPLC-MS) in a rat model to identify potential biomarkers for DPHP exposure, aiding in the assessment of human exposure levels.[7][8][9]
References
[edit]- ^ a b c "Palatinol DPHP Technical Information". basf.com.
- ^ "Bis(2-propylheptyl) phthalate CAS 53306-54-0 DPHP - Buy Bis(2-propylheptyl) phthalate, 53306-54-0, DPHP Product on BOSS CHEMICAL". www.bosschemical.com. Retrieved 2025-06-05.
- ^ "DPHP". American Chemistry Council.
- ^ "Dipropylheptyl phthalate Supplier | 53306-54-0 | Your Reliable Distributor Silver Fern". Silver Fern Chemical Inc. Retrieved 2025-06-05.
- ^ a b "Plasticizer - Di(2-Propyl Heptyl) Phthalate- Zhejiang Great Chemical Science & Technology Co., Ltd". www.gst-chem.com. Retrieved 2025-06-05.
- ^ "DPHP-Di-2-Propylheptyl-Phthalate". www.npc.com.tw. Retrieved 2025-06-05.
- ^ Chia-Lung, Shih; Jen-Yi, Hsu; Chien-Ping, Tien; Yi-Ning, Chung; G., Zgoda, Victor; Pao-Chi, Liao (2019). "Exposure marker discovery of di-2(propylheptyl) phthalate using ultra-performance liquid chromatography-mass spectrometry and a rat model". Yàowù shípǐn fēnxī. ISSN 1021-9498. Archived from the original on 2025-04-19.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - ^ "Exposure marker discovery of di-2(propylheptyl) phthalate using ultra-performance liquid chromatography-mass spectromet…". ouci.dntb.gov.ua. Retrieved 2025-06-05.
- ^ Shih, Chia-Lung; Hsu, Jen-Yi; Tien, Chien-Ping; Chung, Yi-Ning; Zgoda, Victor G.; Liao, Pao-Chi (April 2019). "Exposure marker discovery of di-2(propylheptyl) phthalate using ultra-performance liquid chromatography-mass spectrometry and a rat model". Journal of Food and Drug Analysis. 27 (2): 585–594. doi:10.1016/j.jfda.2018.11.002. ISSN 2224-6614. PMC 9296194. PMID 30987730.
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