Methacrylic Acid → Hexadecyl methacrylate

HRID 1923414

Reaktionsgleichung

Reaktionsgleichung von HRID 1923414
CN(C(F)(O)C(F)(F)F)S([C:6](F)(F)[C:7](F)(F)[C:8](F)(F)[C:9](F)(F)F)(=O)=O.C1C2NC3C(=CC=CC=3)SC=2C=CC=1.COC1C=C(O)C=CC=1O.C(O)(=O)C(C)=C.C(O)(=O)C=C.CS(O)(=O)=O.OS(C(F)(F)F)(=O)=O.[C:74]([O:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH2:89][CH2:90][CH2:91]CCCCCCCCCC)(=[O:78])[C:75]([CH3:77])=[CH2:76]>O.CCCCCCC>[C:74]([O:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:9][CH2:8][CH2:7][CH3:6])(=[O:78])[C:75]([CH3:77])=[CH2:76].[C:74]([O:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH2:89][CH2:90][CH2:91][CH2:9][CH2:8][CH2:7][CH3:6])(=[O:78])[C:75]([CH3:77])=[CH2:76]

Komponenten

12

Edukt 8

HCID 4093Methacrylic AcidHCID 6395Methanesulfonic AcidHCID 6581Acrylic AcidHCID 7108PhenothiazineHCID 62406Trifluoromethanesulfonic acidHCID 699882-Methoxybenzene-1,4-diolHCID 30342582-Propenoic acid, 2-methyl-, docosyl esterHCID 86761564N-methylperfluorobutanesulfonamidoethanol

Produkt 2

HCID 17235Hexadecyl methacrylateHCID 18510Decyl methacrylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8900HeptaneLösungsmittel

Versuchsvorschrift

MeFBSEMA was made according to the method of U.S. Pat. No. 6,664,354 (Savu), Example 2, Parts A and B, incorporated herein by reference, except using 3420 kg of N-methylperfluorobutanesulfonamidoethanol, 1.6 kg of phenothiazine, 2.7 kg of methoxyhydroquinone, 1400 kg of heptane, 980 kg of methacrylic acid (instead of acrylic acid), 63 kg of methanesulfonic acid (instead of triflic acid), and 7590 kg of water in Part B. Behenyl Methacrylate was obtained from Ciba Specialty Chemicals, Basel, Switzerland, under the trade designation “CIBA AGEFLEX FM22”. Decyl methacrylate and hexadecyl methacrylate were obtained from Monomer-Polymer & Dajac Labs, Feasterville, Pa. Dodecyl methacrylate was obtained from Avocado Organics, Ward Hill, Mass. 2,2,3,3,4,4,4-Heptafluorobutyl 2-methylacrylate (FBMA) was prepared as described in paragraph 47 of EP1311637 (Savu et al.), published Apr. 5, 2006. 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Pentadecafluorooctyl 2-methylacrylate (FOMA) was obtained from 3M Company, St. Paul, Minn., under the designation “L-9179”. N-Ethylperfluorooctanesulfonamidoethyl acrylate (EtFOSEA) was obtained from 3M Company under the trade designation “FX-13”.

Quellen und Nachweise

ORD-Eintrag
ord-f306b42f6dc3432f925183e847557d9f
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08176981B2

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