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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668275Generated: October 27, 2026

Ethylenediaminetetraacetic Acid → Octinoxate

https://huagongshe.com/reaction/1668275

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediaminetetraacetic AcidHCID 6049—
ReactantButylparabenHCID 7184—
ReactantPotassium HydroxideHCID 14797—
Reactant2,6-Di-tert-butyl-4-methylphenolHCID 31404—
ReactantEthylene glycol monooctadecyl etherHCID 75050—
ReactantHeptaethylene glycol dodecyl etherHCID 76459—
ReactantGlyceryl MyristateHCID 79050—
ReactantBrij(R) 76HCID 2724260—
Reactant1-Phenoxyethan-1-olHCID 17848643—
SolventGlycerolHCID 753—
SolventWaterHCID 962—
ProductOctinoxateHCID 5355130—

Reaction Conditions

Temperature80 °C

Reaction Steps

The hyperbranched chromophore II (5.0 g, corresponding to 5% (w/w) UV-filter/sunscreen) was dissolved in Tegosoft TN at 80° C. and added to a mixture of Brij 72 (INCI: Steareth-2) (2.0 g), Brij 721 (INCI: Steareth-21) (2.0 g), Lanette O (cetearyl alcohol) (2.0 g), Estol GMM 3650 (glyceryl monomyristate) (2.0 g), BHT (butylhydroxytoluene) (0.05 g) and Phenonip (phenoxyethanol and methyl-, ethyl-, propyl-, butylparaben) (0.8 g). The mixture was shortly heated to 80° C. in order to melt solid emulsifiers. To the still warm mixture (70-80° C.) a preheated solution (˜80° C.) of glycerin (4.0 g) and EDTA BD (0.1 g) in water (62.95 g) and subsequently 10% aqueous KOH (0.1 g) as well as Sepigel 305 (polyacrylamide and C13-C14 isoparaffin and Laureth-7) (1.0 g) were added slowly under continuous stirring. The resulting emulsion was stirred until a temperature of about 40° C. was reached, homogenized with 24,000 rpm using a ULTRA-TURRAX®, and finally stirred for an additional hour. Determination of the photostability of the novel polymeric chromophore II was performed according to G. Berset et al. (International Journal of Cosmetic Science 1996, 18(3), 167-177) applying instead of a liquid film the prepared sunscreen. Thereby 96% of the chromophore II could have been recovered. In vitro SPF measurements were performed in comparison to a sunscreen containing 5% Parsol® MCX (2-ethylhexyl 4-methoxycinnamate) after application of 1.4 mg sunscreen per cm2 on PMMA plates (Helioscience, Marseille, FR) using the SPF-290S Analyzer System (Optometrics LLC, Chicago, US). Each in vitro SPF was determined in triplicate to give for chromophore II and Parsol® MCX an average of 6.6 (II) and 6.8, respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07988953B2
Source datasetuspto-grants-2011_08
ORD IDord-78bf407f491a4067be0fdf0f4cc3ebff
Source noteuspto-grants-2011_08