Document LgEvR49ERR7mO1QELqJRxG8zg

E. I, DU PONT DE NEMOURS & COMPANY KREBS PIGMENTS DEPARTMENT 256 YANDERPOOl STREET NEWARK. NEW JERSEY NEWARK PLANT PIGMENT COLOR RESEARCH REPORT JACKSON LABORATORY SOAP PAST VIOLET PIGMENTS 4-picolinylamino 2.5 diethoxyaniline - Naphthanil BS 4-benzoylamino 2.5 diethoxyaniline - M * Period Covered: 1/10/4? - 1/27/47 PILE: DATE: 1/13/4$ N42147 DUP050066730 Serial No. KN-47-49 Copy He* 1 Copy tot 1 - Numerical File 2 keeearoh Office (221) 3 - Library file (221) 4 Dr. J. S. Booge, Wilmington 5 * Dr* V. f. Spengenan, Newark S * Nr. A* Siegel/Mr. A* A* Britsolara, Newark 7 * Dr* D* B. Killian* Jackeon lab* 8 Mr. A* D. Reidinger, * * 9 - Ur. J. M. Tinker, ' * * 10 * Mr. J, M. Tinker " U - Imperial Chemical Industrie*, 144* 12 * * * 13 - * " ** 14 - Extra Copy PIQMBNT3QR0JP KBSSARCH RBPORT Title.* SOAP FAST VIOLET PISUBNTS 4-pieolinylaiaino 2.5 diethoxyanilin# * Hapfcthanil $8 4-bensoylamino 2*5 diethoxyaniline * Period COTeredt 1/10/47 to 1/27/47. 02x SUBMITTED BY* A* D. R*i< ger APPROVED BY D. B. Killian / DATS SUBMITTED* Deoember 19, 194?. DATS ISSUED* 1/13/43 DUP050066731 Attention waa called to U.S. 2,365,265* DuPont* relating to insoluble aso dyes foraed by eougpliag novel dies* components derived from picolinic sold, with Rspbfchanil second components* Sxan$le 13, 4*picolinylaadno- 2*5 dlotboxy? aniline * Hapbthanil BS was of epeoial interest in giving a violet lifiag'of good lightfastness. A pigment of this shade whioh also possessed good slfasSA and seep fastness would be of interest as a shading cosponent for ilonastral Hud*. It was planned to prepare this -eoabiaatibm sad- other rested producte for ovaldatioa* The pigment* 4-pioolinylanino 2.5 dlethaxyanlline - NaphthaMl BS, ie a violet of oxeollont strength and intensity of AnQ tints hut having relativity poor resistance to fading by Fade-O-aeter test* In full Shade drawdown, light fastness is fair* Soap bleed li also only fair being rated slightly poorsr in this respect than Ponsol Violet 488* la view of tho superiority of the latter and the new dioxailne violet pigment as shading cosponents fen* Monaetral Blue, this combination is not considered of interest for that purpooe* Other properties such as rssistanee to hot water* alkali and alcohol are excellent. Application as a linoleum color is not eonsidored of promise bec&uss of tho high cost of this eombination* Similar tinctorial properties were obtained by use of 4~benoylamina 2*5 diethoxyaniline as first cosponent tint was slightly redder snd intense. Soap fastness was somewhat better than shown by tha pieolinyl-derivative Use of this intermediate in couplings with Naphtbanile is covered by U.8, 1,906,226, General Aniline* The 4-earbomethoxy 2*5 diethoxy aniline derivative was considerably bluer and lass intense then the above pigments and was also inferior in lightfsstnese The products of 2*5 dimothoxy aniline and 2*5 diethoxy aniline with BBS were weak and dull, poor in lightfastness and of no interest as pigments although dyeings are reported to exhibit good light fastness, (P.S* 2,275*124, DuPont)* All couplings were to Kaphthanil BS. 1235*54 4 picolinylaminoc-3chlomniline 4 * #2.5 diothoxyanillno 1236*1 2*5 dimethoxyeunilino 215 diothoxyanillno 1236-2 4-plcolinylain 2*5 diethoxyaniline 4-ben*oyl amino 2*5 *" 4 oarbomethoxyaaino 2*5 * * DUP050066732 8satoiWf.., 301 4 pioolinylaaino* Slurry la 2*5 diethoxyaailia* 1500 12500 cold water "Kaphthaail Fact Blue Wt3R base) 301 n Muriatic Acid lOOjt Add - Stir to eolation loo to *5y Add ia n Sodiua aitrit* lOOjl 60 500 dieeolTod ia eold water Stir 20330 admit*! (toot * CBej poeitire oa epeeial dipped KX paper) Filter. Dissolve 315 Napbthaail B8 by adding gradually to 140 1165 water at lfo-l?5*r* ooatalaiag 50 Oaaatio Soda 10# Ads Stir 5 da. at 170-175C to coaqplete eolution, fold into 1450 12000 oold water. Add . 106 Soda Aoh dieeolved id 120 1000 water at 140150*F. Then add 10 Para Soap alurriod ia . 24 200 oold water Adjust volume to 1800 15000 with eold wator Tea^* 65* 10V. Couple by adding dlato to KBS la 25-35 alaistoo* Stir 20*30 adasrtea > toot dlaoO KBS p8 9*0 *p.2 Filter, wash 61* free Dry at 60C (140F) Field Estimated 620 # DUP050066733