EASTMAN AROMTIC AMINES - C&EN Global Enterprise (ACS

Nov 5, 2010 - EASTMAN AROMTIC AMINES. Chem. Eng. News , 1951, 29 (5), p 417. DOI: 10.1021/cen-v029n005.p417. Publication Date: January 29, 1951...
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aromatic amines

EASTMAN

OC2H5

0" 0

NH2

OCH3

N(CH2CH2OH)2

OC2H5 DIEYHOXY ANILINE

D1METHOXY ANILINE

PHENYL DIETHANOLAMINE

N(CH2CH2OH)2

C2H5NCH2CH2OH

0

HNCH2CHOHCH3

CH3

PHENYL ETHYL ETHANOLAMINE

O-TOLYL PROPANOLAMINE

M-TOLYL DIETHANOLAMINE

The six Eastman a r o m a t i c amines p r o v i d e a source of a n unusual r a n g e o f couplers a n d intermediates. Primarily e m p l o y e d in the manufacture o f d y e s a n d pharmaceutical chemicals, these compounds a r e also receiving active consideration as intermediates in the p r e p a r a t i o n o f new insecticides a n d fungicides· The t w o primary amines, d i m e t h o x y a n d diethoxy aniline, r e a d i l y f o r m diazonium salts. B y virtue of their a l k o x y groups these amines a r e easily c o u p l e d to such salts a n d the resulting compound can a g a i n b e dîazotizecL OCH3 NH 2

OC]H5 ^\NH2

OR ^\N=NCI

OR ^\N

OR = N^\NH a

OR S\

0 ~o~o - 0 0 * 0

N = N

OR ^ \ N=NCI ETC

0*

OCH*

OC3H3 OR OR OR U n d e r proper conditions phenyl d i eORt h a n o l aOR m i n e a n d phenyl ethyl ethanola m i n e react with the c a r b o x y l i c o x y g e n of b e n z a l d e h y d e or substituted b e n z a l d e h y d e to produce various tripheny! methane compounds.

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V

Both the phenyl and the tolyl amines a r e excellent coupling agents a n d as such find w i d e usage in the dyestuff industry. W e will b e pleased to send you a d d i t i o n a l information a n d sample q u a n ­ tities of the Eastman aromatic amines. W r i t e to TENNESSEE EASTMAN COMPANY (Division of Eastman K o d a k C o m p a n y ) , KINGSPORT, TENNESSEE. SALES REPRESENTATIVES: New York—10 E. 40th St.; Cleveland—Terminal Tower Bldg.; Chicago—360 N. Michigan Ave. Vfes* C o a s t : W i l s o n & G e o . M e y e r & C o . , San Francisco—333 Montgomery St.; Los Angeles—4800 District Blvd.; Portland—520 S. W . Sixth Ave.; Seattle—1020 Fourth Ave., So.

TENNESSEE EASTMAN COMPANY (Division of Eastman Kodak Company), KINGSPORT, TENNESSEE V O L U M E

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