Secondary C 10 -C 18 surfactant alcohols

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C568S014000, C568S028000

Reexamination Certificate

active

07074972

ABSTRACT:
The invention relates to secondary C10to C18surfactant alcohols of the general formula (I), wherein R represents methyl or ethyl and R′ represents a linear or branched alkyl group with 6–13 C atoms, excepting 5-ethyl-2-nonanol and 6-ethyl-3-decanol, in addition to fatty alcohol alkoxylates, alkyl phosphates, alkyl sulphates, alkyl ether phosphates and alkyl ether sulphates. The secondary C10to C18surfactant alcohols can be produced by a simple aldol condensation of linear or branched saturated or unsaturated C7–C14aldehyde excepting 2-ethyl hexanal, with acetone or methyl ethyl ketone and the subsequent hydrogenation of the condensation product. In the preferred method, the aldol condensation is heterogenically catalyzed under hydrogenation conditions and the saturated ketone that has been formed is subsequently hydrogenated

REFERENCES:
patent: 2088015 (1937-07-01), Wickert
patent: 2088018 (1937-07-01), Freure et al.
patent: 4101586 (1978-07-01), Deem et al.
patent: 4694108 (1987-09-01), Elliott
patent: 6765119 (2004-07-01), Hoffmann et al.
patent: 0 850 907 (1998-07-01), None
E.E. Dreger et al.: “Sodium alcohol sulphates. Properties involving surface activity” Industrial and Engineering Chemistry, vol. 36, No. 7, pp. 610-617 Jul. 1944.
E. Keinan et al.: “Thermostable enzymes in organic synthesis. 7. Total synthesis of the western corn rootworm sex pheromone 8-methyldec-2-yl propanoate using a TBADH-generated C2-bifunctional chiron” Journal of Organic Chemistry, vol. 57, No. 13, pp. 3631-3636, Jun. 19, 1992.
A. Sharma et al.: “Studies on PPL-catalysed acetylation of 2-alkanols: its application for the synthetic of 2-dodecanol and 2-tridecyl acetate, the pheromones of crematogaster ants andDrosophila mulleriflies” Synthetic Communications, vol. 26, No. 1, pp. 19-25, 1996.
W. Schlenk, Jr.: “Das asymmetriche einschlussgitter des hamstoffs, III. Konfigurativ nicht-stetige gitterzuordnung der gastmolekuele” Liebigs Annalen Der Chemie, No. 7, pp. 1179-1194, Jul. 1973.
F.L. Breusch et al.: “Synthese der d,l-oxyparaffine mit 14 bls 23 kohlenstoffatomen (IV. Mitteil. Ueber isomere und homologe reihen)” Chemische Berichte, vol. 86, No. 5, pp. 678-684, May 1953.
D.F. Jones et al.: “Microbiological oxidation of long-chain aliphatic compounds. Part I. Alkanes and alk-1-enes” Journal of the Chemical Society, Section C, No. 22, pp. 2801-2808, 1968.
Y. Naoshima et al.: “Enzymatic preparation of entiomerically pure alkan-2- and -3-ols by liapse-catalysed hydrolysis with pseudomonas cepacia in the presence of organic media” Journal of the Chemical Society, Perkin Transactions 1, No. 5, pp. 557-561, Mar. 7, 1993.
T. Osawa: Enantioface-differentiating hydrogenation of 2-alkanones over modified Raney nickel Chemistry Letters, No. 11, pp. 1609-1612, Nov. 1985.
S. Schuering et al.: “Definierte oxaethylate von primaeren und sekundaeren alkoholen. Die synthese reiner polyaethylenglykolaether von n-Dodescanol, Tetradecanol-(2) und Tetradecanol-(6)” TENSIDE, vol. 4, No. 6, pp. 161-167, Jun. 1967.
F. Pueschel: “Synthese und grenzflaechenaktive eigenschaften der stellungsisomeren natrium- und kalium-n-hexadecylsulfate-(1) bis -(8) und einiger natrium- und kalium-1-(n-alkyl)-n-dodecylsulfate-(1)” TENSIDE, vol. 3, No. 3, pp. 71-80, Mar. 1966.
M. Ochiai et al.: “Triphenylphosphine-mediated olefination of aldehydes with (Z)-(2-acetoxyalk-1-enyl)phenyl-delta3-iodanes: generation and reaction of (2-oxoalkyl)phenyl-delta3-iodanes” Chemical Communications, No. 13, pp. 1157-1158, Jun. 16, 2000.
B.Z. Awen et al.: “An expedient synthesis of alpha,beta-unsaturated ketones using nitroalkanes and sulphones” Chemistry Letters, No. 5, pp. 767-768, May 1992.
M. Hinder et al.: “Die thermische zerstezung von alpha-keto-gamma-lactonen” Helvetica Chimica Acta, vol. 30, No. 6, pp. 1495-1501, Oct. 15, 1947.
R.D. Vukicevic et al.: “Use of a sacrificial aluminum anode in the acylation of some olefins” Bulletin of the Chemical Society of Japan, vol. 71, No. 4, pp. 899-904, Apr. 1998.
K. Hideg et al.: “Synthesis of various new nitroxide free radical fatty acids” Journal of the Chemical Society, Perkin Transactions 1, No. 8, pp. 1431-1438, Aug. 1986.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Secondary C 10 -C 18 surfactant alcohols does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Secondary C 10 -C 18 surfactant alcohols, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Secondary C 10 -C 18 surfactant alcohols will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3568934

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.