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EASTMAN amines Ο N(CH 2 CH 2 OH) 2 OCH 3 DIMETHOXY ANILINE C 2 H 5 NCH 2 CH 2 OH OC2H5 DIETHOXY ANILINE N(CH 2 CH 2 OH) 2 0 0 CH3 PHENYL ETHYL ETHANOLAMINE M-TOLYL DIETHANOLAMINE PHENYL DIETHANOLAMINE HNCH 2 CHOHCH 3 • l CHs O-TOLYL PROPANOLAMINE The six Eastman aromatic amines provide a source of an unusual range of couplers and intermediates. Primarily employed in the manufacture of dyes and pharmaceutical chemicals, these compounds are also receiving active con- sideration as intermediates in the preparation of new insecticides and fungicides. The two primary amines, dimethoxy and diethoxy aniline, readily form diazonium salts. By virtue of their alkoxy groups these amines are easily coupled to such salts and the resulting compound can again be diazottzed, 0CH3 oc,Hj OR OR on OR OR 0 NH a ^\NH, ^ N=NCI S\ N = N ^ \ MM, f\ N = N f\ N = NC1 " 0 "* 0 •" 0 U^Q Q " OCM3 OC 3 Hj OR OR OR Of Under proper conditions phenyl diethanolamine and phenyl ethyl ethanol- amine react with the carboxylic oxygen of benzaldehyde or substituted benzaldehyde to produce various triphenyl methane compounds. • ο** o L - Ο ο 0<: ' Both the phenyl and the tolyl amines are excellent coupling agents and as such find wide usage in the dyestuff industry. We will be pleased to send you additional information and sample quan- tities of the Eastman aromatic amines. Write to- TENNESSEE EASTMAN COMPANY (Division of Eastman Kodak Cornpany) f KINGSPORT, TÎNNESSEÇ. SALES HEPuESEMTATiViSi New York — 200 Madison Ave.; Framingham, Mass. —7 Hollh St.* Cleveland—Terminal Tower Bldg.; Chicago—360 N. Michigan Ave,; St, Louis —Conti- nental Bldg»; Houston—412 Moin St, West Coost; WiUon Meyer Co,, San Francisco— 333 Montgomery St,; Los Angeles—4800 District Blvd.; Portland —520 5. W. Sixth Ave,; Seattle— 821 Second Ave, TENNESSEE EASTMAN COMPANY (DivMon of Etstoîfii Kodak C§4 KINQSPOOT, TENNESSEE VOLUME 30, NO. 51 * DECEMBER 9 2, 1952 534? aromatics
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EASTMAN amines
Ο N(CH 2 CH 2 OH) 2
OCH3
DIMETHOXY ANILINE
C2H5NCH2CH2OH
OC2H5
DIETHOXY ANILINE
N(CH2CH2OH)2
0 0 CH3
PHENYL ETHYL ETHANOLAMINE M-TOLYL DIETHANOLAMINE
PHENYL DIETHANOLAMINE
HNCH2CHOHCH3
• l C H s
O-TOLYL PROPANOLAMINE
The six Eastman aromatic amines provide a source o f an unusual range o f couplers and intermediates. Primarily employed in the manufacture of dyes and pharmaceutical chemicals, these compounds are also receiving active consideration as intermediates in the preparat ion o f new insecticides and fungicides.
The two pr imary amines, dimethoxy and diethoxy aniline, readi ly fo rm diazonium salts. By virtue o f their a lkoxy groups these amines a re easily coupled to such salts and the resulting compound can again be d iazot tzed,
0CH3 oc,Hj OR OR on OR OR
0NHa ^ \ N H , ^ N=NCI S\ N = N ^ \ MM, f\ N = N f\ N = NC1
" 0 "* 0 •" 0 U ^ Q Q " OCM3 OC3Hj OR OR OR Of Under proper conditions phenyl diethanolamine and phenyl ethyl ethanol-
amine react with the carboxyl ic oxygen of benzaldehyde or substituted benzaldehyde to produce various triphenyl methane compounds.
• ο** oL- Ο ο 0 < : ' Both the phenyl and the tolyl amines are excellent coupling agents and
as such find w ide usage in the dyestuff industry. W e wil l be pleased to send you addit ional information and sample quan
tities of the Eastman aromatic amines. Wr i te to- TENNESSEE EASTMAN COMPANY (Division of Eastman Kodak Cornpany) f KINGSPORT, TÎNNESSEÇ. SALES HEPuESEMTATiViSi N e w York — 2 0 0 Madison Ave. ; Framingham, Mass. — 7 Hollh St.* Cleveland—Terminal Tower Bldg.; C h i c a g o — 3 6 0 N. Michigan Ave,; St, Louis —Cont i nental Bldg»; Houston—412 Mo in St, W e s t C o o s t ; WiUon Meye r Co,, San Francisco— 333 Montgomery St,; Los A n g e l e s — 4 8 0 0 District Blvd.; Portland — 5 2 0 5. W . Sixth Ave , ; Seat t le— 821 Second Ave,
TENNESSEE EASTMAN COMPANY (DivMon of Etstoîfii Kodak C§4 KINQSPOOT, TENNESSEE
V O L U M E 3 0 , N O . 51 * D E C E M B E R 9 2, 1 9 5 2 534?
aromatics
