EASTMAN
aromatic amines N(CH 2 CH 2 OH) 2
OC2H5
OCH 3 DIMETHOXY ANILINE
PHENYL DIETHANOLAMINE
DIETHOXY ANILINE
C2H5NCH2CH2OH
HNCH2CHOHCH3
N(CH2CH2OH)2
CH3 CH3
PHENYL ETHYL ETHANOLAMINE
O-TOLYL PROPANOLAM1NE
M-TOLYL DIETHANOLAMINE
The six Eastman a r o m a t i c amines p r o v i d e a source o f a n unusual range of couplers a n d intermediates. Primarily e m p l o y e d in the manufacture o f dyes a n d pharmaceutical chemicals, these compounds a r e also receiving active con sideration a s intermediates in the p r e p a r a t i o n of n e w insecticides a n d fungicides. The two primary amines, d i m e t h o x y a n d d i e t h o x y aniline, r e a d i l y form diazonium salts. By virtue o f their a l k o x y groups these amines a r e easily c o u o l e d to such salts a n d the resultina comoound can aaam b e d i a z o t i r ^ d . OCH3 NH2
0
OCH3
0C 2 H 5 / \ NH2
OR J / \ N=NC!
OR OR S \ N = N S \ NH2
OR OR S \ N=N ^ \
N=NC1
- U -* U ~~ ϋ U ~ U Q "**" OC2H3
OR
OR
OR
OR
OR
U n d e r p r o p e r conditions phenyl d i e f h a n o l a m i n e a n d phenyl ethyl ethanola m î n e react with t h e c a r b o x y l i c o x y g e n o f b e n z a l d e h y d e or substituted b e n z a l d e h v d e t o p r o d u c e various triphenvi methane compounds.
Both the phenyl a n d t h e tolyl amines a r e excellent coupling a g e n t s a n d a s such find wide usage in the dyestuff industry. W e will b e p l e a s e d 1o send y o u a d d i t i o n a l information a n d sample q u a n tities o f the Eastman a r o m a t i c a m i n e s . W r i t e to TENNESSEE E A S T M A N (Subsidiary
of E a s t m a n K o d a k
C o m p a n y ) , KINGSPORT,
CORPORATION
TENNESSEE.
SALES REPRESENTATIVES: New York—10 E. 40th St.; Cleveland—Terminal Tov/er Bldg.; Chicago—360 N. Michigan Ave. West Coast: Wilson & Geo. Meyer & Co., San Francisco—333 Montgomery St.; Los AngeIes—4800 District Blvd.; Portland—520 S. W . Sixth Ave.; Seattle—I02O Fourth Ave., So.
TENNESSEE EASTMAN CORPORATION (Subsidiary of Eastman Kodak Co.), KINGS PORT, TENNESSEE V O L U M E
2 8,
NO.
50
»
DECEMBER
11, 1 9 5 0
4329
