Document pB02oJQ2Q9GwGVddjY1vOEozX

E. I. DU PONT DE NEMOURS & COMPANY KREBS PIGMENTS DEPARTMENT 256 VANDERPOOL STREET NEWARK, NEW JERSEY Serial No. Copy Ho. KB-44-47 / ivY COPY NEWARK PLANT PIGMENT COLOR RESEARCH REPORT Progress Report Eiraluetioa of *Saphtol8 AS-SR Supra i March - Juaa, 1944 Period Covered: ?, FILE: DATE: 7-10-44 221.32 A K n N37957 Serial No. KN-44-47 Copy Bo, 1 Copy to* #1 - Numerical File X 2 - Research Office (221.32) 3 - Library File (221.32) A -* Imperial Chemical Industries. Ltd. 5 . fl H B 6 . n n i? 7 - Mr. C. B. Rupprecht, Wilmington (ICX File) NEWARK PLABT PIGMENT COLOR RESEARCH REPORT Progress Report Title* Evaluation of "Naphtol* AS-KR Supra Period Covered* March - June, 1944. SUBMITTED BY* J. H, Cooper APPROVED BY: A. M*. Erskine DATE SUBMITTED: 7-10-44 /ry DATE ISSUED: -15-44 DUP050149841 Experience la this laboratory daring the pest few years has indicated that monoazo "Baphthaail* type pigment dyestuffs containing a methyl or methoxy group in the ortho position of the anilide portion of the molecule possess markedly improved lightfastness and durability. The implications and possible extensions of these observations on theoretical grounds are discussed elsewhere (Reference 1), General Dyestuff Corporation*s *8S1 a2p* h* t5o6ls* AS-KR Supra has been identified as the cresidlde (2-methoxy-5-aethyl-anilMe) of beta-oxy-nsphthoie acid (Reference 2). It is thus isomeric with the previously known "Saphtol* AS-Lf (2-methyl-4~methoxy anilide of beta-oxy-naphtholc acid). Although the HNaphtoln AS-KS 1$ expensive (normal selling price #3,'50/lb,) and is currently not available, nevertheless in view of its interesting chemical structure and the possibility of obtaining pigments of good durability therefrom, a cursory survey of couplings with common first components containing no solubilising groups was made* Attempts were made to prepare pigment dyestuffs by coupling the subject second component under both acid and alkaline conditions with diazos prepared from the following first components: 1, para-nitro-ortho-toluidine 2, para-nitro-ortho-anisidine 3* meta-nitro-para-toluidina 4* para-chlor-ortho-nitro-aniline 5. aeta-nitro-para-anisldiae 6. 2,5-dichloranillne Rone of the pigments prepared by acid couplings was of interest. Of the alkaline coupled products those prepared from aeta-nitro-para-toluidlne and para-nitro-ortho-toluidins exhibited Interesting tinctorial properties (particularly in nitrocellulose lacquer), and lightfastness of both products was found to be very good by fadeometer tests* The former Is a rather attractive red, being quite similar to Pigment Scarlet RL-211-B and rather close to "Raritan'' Red RT-505-D in lacquer. The latter is a light maroon approximating the depth of RT-347-D in lacquer. Both products show definite bleed in linseed oil by a white overstripe test* Two large samples, sufficient to permit complete evaluation including durability studies by the Paint Laboratory, were DU P050149842 prepared, these are* K-2031 t meta-nltro~para-toX\Jl(31ne-- nSaphtolR AS-KR, and K-2032 t para-n11ro-ortho-tolnidine--^*8aphtoin AS-&R.1 2 notebook #952 - Expts. 39, 40, 41, 42. notebook #1106- Expts. 1, 2 1. Color Research Project CR-196, 2. Letter B.A. Shlap (teeh.Lab.) to J.S.Cooper,3/16/42. DUP050149843