EASTMAN aromatic amines - C&EN Global Enterprise (ACS

Nov 5, 2010 - Publication Date: December 11, 1950. Copyright © 1950 AMERICAN CHEMICAL SOCIETY. ACS Chem. Eng. News Archives. First Page Image...
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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

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