June, 1941
SOLUBILITY OF DONOR SOLUTES IN HYDROGEN BONDING SOLVENTS
as the dielectric constant is continually lowered. 3. The parameter r always has a reasonable value, but is more a function of the properties of
[CONTRIBUTION FROM
THE
1608
the solvent than of the charge type or chemical properties of the reactants. UNIVERSITY,
LOUISIANA
RECEIVED FEBRUARY 4, 1941
NOYES CHEMICAL LABORATORY, UNIVERSITY OF ILLINOIS j
Hydrogen Bonds Involving the C-H Link. XIV.‘ Solubility of Donor Solutes in Hydrogen Bonding Solvents BY
c. s. MARVEL, JAMES HARKEM.4 AND M. J. COPLEY~
Following the methods previously described3 we have measured the solubilities of a number of polymeric materials in a variety of hydrogen bonding solvents. The results of the solubility determinations are collected in Table I.
of mixing data on nitromethane5 and hydrogen bonding solvents indicate that i t is associated. Yet it has hydrogens sufficiently active to make i t a good solvent for donor materials. I t is not possible to say whether the acetylenic hydro-
TABLEI SOISJBILITY OF VARIOUS POLYMERIC SUBSTANCES IX HYDROGEN BONDINGSOLVENTS Grams of aolute per 100 g of solvent indicated
7
CH-CH ‘I
OH Solute CaHsCECH 1 Polyvinyl acetate 93 2 Polymethyl vinyl ketone 40 3 Polymethyl methacry46 late 0.018 4 Cellulose triacetate 0.085 5 Polyvinyl chloride 6 “Vinylite” (34.1% C1) 110
CsHaSH 85
CHs(CHJrC=CH 109
CHaKOz ( C H a ) ~ - C - C ~ C - H 93 71
I_
il
CHI-C--P\-H 53
I1
CH CH \XH/ 81
24
0.036
35
19
