Document X33dgEjKmGVzzLJbwDq9roL4

E. I. DU PONT DE NEMOURS & COMPANY KREBS PIGMENTS DEPARTMENT 256 VANDERPOOL STREET NEWARK, NEW JERSEY Serial No. RH-51-16 Copy No. 1. NMinsrical Pile NEWARK PLANT PIGMENT COLOR RESEARCH REPORT Final Report PREPARATION QP METAL COMPLEXES OF DIHYPROXY QUINOLINE DYES Period Covered SEPTEMBER 1950 ~ FEBRUARY 1951 FILE: DATE: 221 March. 14, 1951 NJ 5747 Serial Bo. Ett*81*18 Copy Bo* 1. Numerical Pile Copy toi #1 * Numerical Filo , 8 - Research omo (281) $ - Library File (221) 4 * ^ OfaSupeldl * piasfc Filoo , 8 * w* F* Spngeaaa/J. B* Callaway/?. J. Monahan i * W* S. Struva/P7 J* Monahan 7 - D. B* Killian/A* Siegel NEWARK PLANT PIGMENT COLOR RESEARCH REPORT Final Roper* PREPARATION OF METAL COMPLEXES SEPTEMBER 1*60 * FEBRUARY 1861 CHARGE* A-IIC-183 SUBMITTED BT* 0. CRZMM APPROVED SB $ A* A. BR BATE SUBMITTEDI 8*8*81 BATE ISSUED s March 14, 1951 DUP050068539 .1 Green Gold Pigment. Yf-868-D, a .aiekeX complex of the para* (dolose* ftTiiixiMi wXfty'Qyojiy*Ait^aUMMSmaswiUMiMe ^.^^MumiX'efntsoa%xxHs*Nweais souoeM^JiMfiKia*t'a4tmiiiaf#f*i# Xjk ^9 ^lxitxMiskmJli wif dtfJiai*^ d*?s<wpjsb^eCdiio-^ not only for its clear greenish yellow tint and its mat* in metallic finishes bat particularly fur its good lightfastnoss. The greenlah yellow tint blends well with CPC blue end green to pro&uso very llghtfast light green tints but does not blend too non with ether pigments in the formulation of llghtfast reddish yellows or reds* The trade bee expressed a desire for a redder tint XT-362-D* This report covers the preparation of samples of metal oovplsxss of jsmo eyes varying from reddle yellow to bluish red tints. The following ooaplexea have been prepared in half pound samples, formulated In lac<juer and enamel, and placed m exposure* . 1. Aniline -* Dlhydroayqninoline/iri complex (using dimethyl aniline) 2* Para*nltranlline * Phenyl-ms thyl-pyra*olone/DB<^M complex 3* Aniline * DBQ/Hi eomplex (using diethyl amine) 4* Araino*azobonsex * DiHQ/Hl complex 5* Aniline ** DSQ/H1 complex (using triethanolamine) 6* Anthranlllo Acid * DHq /g o , Oa complex The pigments are arranged in order from an intense, reddish yellow tint (1) to a bluish red tint (6). The masstones range from light brown to a dull maroon* A number of the products, because of lorn opacity, make interesting metallise* The nickel complex of the Aniline -* dlhydroxyqulnollne eoup* ling ie of considerable interest tineteriaXly* By varying the com* flexing conditions the tint may be varied from a bright yellow of medium chrome yellow range to an orange, and the hue varied from * dull yellow to a rich brown in metallic finiehoe* m moat oases, there was evidence of incomplete conversion of the dye to the miokel eomplex. It has been decided to study further the laking conditions SOhdrt XtMiejie mSSeiiillUlwMimI ^ TS<KCtaf%* Q*A%vl*tMplX4eihlijge t W' The purpose of thlsworkwaa thepreparatlon of large ssnples of the forlorn complexes selected from the large mmfcer prepared at Jackson Laboratory# A great number of metal* complexes of see dyes have been investigated by Dr* Woodward, working with small laboratory couplings, sufficient for ruboufc evaluation only* What ie now XT*$i8* was selected from an initial survey of woodward*# work* m a more recent review, the six materials discussed here were selected for more complete evaluation. In the preparation of these sample*. Woodward's procedures were followed and fair duplication of Mm tins* torfal properties was Obtained, although in some cases bad bleed, poor lightfastness, end low yield indicated incomplete conversion of aha dve to comolex. - Wo attomet was -<*** to- istnrove the nroduafca by variations in the manufacturing procedure* a tabulation of properties followst DUP050068540 t m -C03PIEXES COLOB PROFSHTIES DUP050068541 Notebook 1293 Expts 45 - 50 inclusive ELM 31-4 Exposure Series 10211 DUP050068542