Antifoaming Properties of Glycols. II Yoshiro ABE, Shuichi MATSUMURA, and Yukihiro SHIBUYA Faculty of Engineering, Keio University (3-14-1, Hiyoshi, K

Size: px

Start display at page:

Download "Antifoaming Properties of Glycols. II Yoshiro ABE, Shuichi MATSUMURA, and Yukihiro SHIBUYA Faculty of Engineering, Keio University (3-14-1, Hiyoshi, K"

なごみよせ
5 years ago
Views:

1 Antifoaming Properties of Glycols. II Yoshiro ABE, Shuichi MATSUMURA, and Yukihiro SHIBUYA Faculty of Engineering, Keio University (3-14-1, Hiyoshi, Kohoku-ku, Yokohama) The authors studied on the antifoaming properties of vicinal glycols which were different in chain length and the position of neighbouring hydroxyl groups. 1, 2-Hexane-, 2, 3-hexane-, 3, 4-hexane-, 1, 2- octane-, 2, 3-octane-, 3, 4-octane-, 4, 5-octane-, 1, 2-decane-, 2, 3-decane-, 3, 4-decane-, 4, 5-decane-, 5, 6-decane-, 1, 2-dodecane-, 2, 3-dodecane-, 3, 4-dodecane-, 4, 5-dodecane-, 5, 6-dodecane-, and 6, 7-do decanediols were derived from the corresponding olefins, which were prepared by the Wittig reactions, by the hydroxylation with hydrogen peroxide or potassium permanganate, or by the Meerwein-Ponndorf reduction of acyloins. The antifoaming power of these glycols was evaluated by the Ross and Miles method for the aqueous solutions of sodium dodecylbenzenesulforate, benzylhexadecyldimethylammonium chloride or p-nonylphenyl poly(oxyethylene) ether (n=15) as foaming agents. The results were expressed as immediate reading of foam height and reading of foam height after 5 min as a function of concentra Lion of diols. From the results summarized in Fig.-1 Fig. `16, it is evident that 5, 6-dodecanediols are superior to octanol, a commercial antifoaming agent, and comparable to silicone antifoamers. The antif oaming power of the glycols is larger when the two hydroxyl groups are located near center of the alkyl chain, but the symmetrical glycols where two hydroxyl groups centered on the alkyl chain are not so good. Table-1 Characteristics of methyl esters.

2 Table-2 Characteristics of 1-olefin. i) R-R'=C2H5 ii) R=R'=C3H, iii) R=R'=C4H9 iv) R=C3H,, R'=C5H11 v) R=C2H5, R'=C6H13 R=C4H9, C6H13, C8H17, C10H2r Table-3 Characteristics, analytical data and yields of acyloins.

3 Table-4 Characteristics and analytical data of diols.

4 i) R-CJH7, R'-CH3 ii) R-C5H11, R'-CH3 iii) R-C4H9, R'-C2H5 iv) R=C7H15i R'=CH3 v) R-C5H11, R'-C3H7 vi) R=C9H19, R'-CH3 vii) R=C8H17, R'-C2H5 viii) R=C;H15i R'=C3H7 ix) R-C4H9, R'= C6H13 X) R=C5H11, R'``~'SH11 Table-6 Characteristics, analytical data and yields of alkyltriphenylphosphonium bromide. [RCH2P+(C6H5)a] Br~ Table 5 Characteristics of alkyl bromide. RCH2Br

6 Fig.-1 Foaming production as a function of concentration at 40 C. Fig.-2 Foam stability as a function of concentration at 40 C. Fig.-3 Foam production as a function of concentration at 40t. Fig.-4 Foam stability as a function of concentration at 40 C. Fig.-5 Foam production as a f unc~ tion of concentration at 40 C. Fig.-6 Foam stability as a f unc~ tion of concentration at 40 C.

7 . Fig.-7 Foam production as a function of concentration at 40 C. Fig.-8 Foam stability as a f unc= tion of concentration at 40t. Fig. -9 Foam production as a funec tion of concentration at 40C. Fig.-10 Foam stability as a function of concentration at 40C Fig.-I1 Foam production as a func= tion of concentration of T(5,6)DO at 40 C. Fig.-12 Foam stability as a funcc tion of concentration of T(5,6)DO at 40C. Fig.-13 Foam production as a function of concentration of E(5,6)DO at 40C. Fig.-14 Foam stability as a function of concentration of E(5,6) DO at 40 C. Fig.-15 Foam production as a function of concentra= tion at 40 C.

8 Fig.-16 Foam stability as a function of concen= tration at 40 C.

9 13) E.H. Farmer et al., J. Chem. Soc., 1927, ) B.B. Corson, W.L. Benson, T.T. Ooodwin, J. Am. 5) J.A. Gast, Soap, Cosmet. Chem. Spec., 48, 48, 50, 62 (1972) 6) J.J. Bikerman, Ind. Eng. Chem., 51, 56 (1965) 7) S. Ross, J.W. McBain, Ind. Eng. Chem., 36, 570 (1944) 8) A.I. Vogel, J. Chem. Soc., 1948, ) A.L. Wilds, "Org. Reaction", Vol. II, Chapt. 5 (1944) 12) J.M. Snell, S.M. McElvain, "Org. Syntheses." Coll. Vol. II, p. 114 (1943) Chem. Soc., 52, 3988 (1930) 15) J. Sicher, M. Tichy, Collection of Czechoslovak Chemical Communications, 23, 2481 (1958) 16) V.L. Hansley, J. Am. Chem. Soc., 51, 2305 (1935) 17) O.Kamm, C.S. Marvel, "Org. Syntheses," Coll. Vol. I, p. 25 (1956) 18) The Merck Index, 8th ed., (1968) p. 77, ) C.F. Hauser, T.W. Brooks, M.L. Miles, M.A. Raymond, G.B. Butler, J. Org. Chem., 28, 372 (1963) 21) H.Gilman et al., J. Am. Chem. Soc., 71, 1499 (1949) 22) J.Ross, G.D. Miles, Oil and Soap, 18, 99 (1941) 23) T. Sasaki, Bull. Chem. Soc. Jpn., 11, 797 (1936)

SC-85X2取説

SC-85X2取説 I II III IV V VI .................. VII VIII IX X 1-1 1-2 1-3 1-4 ( ) 1-5 1-6 2-1 2-2 3-1 3-2 3-3 8 3-4 3-5 3-6 3-7 ) ) - - 3-8 3-9 4-1 4-2 4-3 4-4 4-5 4-6 5-1 5-2 5-3 5-4 5-5 5-6 5-7 5-8 5-9 5-10 5-11