August 22, 2011

CAS databases provide millions of journal article references from more than 10,000 major scientific journals worldwide, patent and patent family references from 61 patent authorities around the world, and other reputable web sources.

The following patent record is from the CAplusSM database.


Patent Number: US 7985870
Title: Process for the manufacture of substituted 2-cyanocinnamic esters
Inventor(s): DSM IP Assets B. V., Neth.
Patent Assignee(s): Sumitomo Chemical Company, Limited, Japan
Source: PCT Int. Appl., 16 pp. CODEN: PIXXD2
Language: Enlgish

Claimed is a process for the manufacture of cyanocinnamic esters I [R1 = H,alkyl, alkoxy; R2 = H, alkyl, phenyl; R3 = alkyl] wherein a cyanoacetic ester is reacted with a carbonyl compound in the presence of an organic solvent, a C3-C6 monocarboxylic acid, and an ammonium compound with the proviso that the molar ratio of the cyanoacetic ester to the carbonyl compound is in a range of about 0.65 to 0.9.  2-Cyano-3,3-diarylacrylic esters are UV absorbers for plastics and cosmetics.  Thus, a mixture of 2-ethylhexyl cyanoacetate (EHCA) 62.2 g (0.32 mol), benzophenone (BP) 81 g (0.45 mol) (molar ratio EHCA:BP = 0.71:1), ammonium acetate 27.7 g (0.36 mol), propionic acid 81 g (1.1 mol), and heptane 81 g in a flask is heated under stirring; when the temperature reaches 110 degrees C, a mixture of propionic acid, water, and heptane is distilled off over 5 h at normal pressure; heptane is returned to the flask; then the reactant is cooled to 90 degrees C, and hot water 100 mL is added to the reaction mixture; the mixture is kept at 85 degrees C for 10 min and transferred to a funnel for separation; to a flask equipped with a column 256 g of crude 2-ethylhexyl 2-cyano-3,3-diphenylacrylate solution is added; rectification is carried out at 1 mbar; 2-ethylhexyl 2-cyano-3,3-diphenylacrylate is distilled out at 210 degrees C (vapor); after distillation, light yellow 2-ethylhexyl 2-cyano-3,3-diphenylacrylate is obtained; the yield of the product is 93.09% (based on EHCA) or 98.38% (based on BP).  In anther example, the optimal molar ratio of ammonium acetate to benzophenone is 0.8.

View the full-text U.S. patent from USPTO.

Recent News

    August 21, 2016 | CAS announces SciFindern, a new
    research experience that elevates scientific discovery

    August 19, 2016 | CAS seeks to help undergraduate
    students think like researchers with Chemistry
    Class Advantage, an organic chemistry learning
    solution powered by SciFinder

    August 1, 2016 | CAS Strengthens its Commitment to
    Science and Innovation Selecting 26 Outstanding
    International Scientists to Participate in the 2016
    SciFinder Future Leaders Program

                                                                       More News >> 

 Media Contact

 Name: Rhonda Ross
 Phone: 614-447-3624