Document mdYjZgqdRJ0K6nqMbRvEvXnO

rehufl JLR-52-65. No. 5liAC.KS0N LABORATORY Dr. H. . Elley Dr. E. K. Bolton Serial Number 1SS21 Mr. R. J. Goodrich Mr. A. J, Wuertz T.S.W. Process 18821-A for I.C.I " B II for C.I.L. Cost Estimates I882I-A J. L. Files If * B 0. Stallmann (a) (1) (i) (3) (1) (2) (1) E, I, DuPont de Nemours & Company Jackson Laboratory March 22, 1945 Sulfanthrene Red 3B (A Study Of Salt-Milling And Other Finishing; Methods) Progress Report A. J. Johnson Group Leader 0. Stallmann Division Head Sulfanthrene Red 3B (A Study Of Salt-Milling And Other Finishing Methods) A. J. Johnson JLR-52-65, No . 51 Serial No. 18821 Object of the Investigation: 1. To produce a trial lot of salt-ground Red 3B in Semi-Works equipment, 2. To develop new finishing methods (other than saltmilling) to match Harmqnts Indo-Maroon MV-1 and MV-8. Period Covered by the Report: April 13, 1944 to February 6, 1945* Historical: Under provious work carried out under Project J-52-105 (Parts 8-10) op thioindigo dyes for use as maroon pigments in paints and lacquers, it was found that a product similar to Harmon* s Indo-Maroon MV-8 could be obtained by salt-milling alkali-extracted Sulfanthrene Red 3B. The Sales Division has requested us to manufacture in the Semi-Works a 300-lb. trial lot of this product similar to J-52-P-lS* Conclusions: 1. A trial lot of 300 lbs. of salt-ground Sulfanthrene Red 3B, which has been designated Lithosol Fast Red 3BM, has been manufactured in the Semi-Works. The quality of this lot is acceptable, but not fully equal to our laboratory standard. 2. Exploratory laboratory work has indicated that vari ations in conditions for drowning the reaction mass produce changes in tinctorial properties of the pigment to a sufficiently marked extent to invite further studies along this line of attack. Summary: Sulfanthrene Red 3B Paste Crude was extracted with dilute caustic soda according to the Tentative Semi-Works Process 18821-A. Two charges gave a total of 344 lbs. of extracted color. DUP050041092 This was salt-ground in a 50-gal* ball-mill according to the Tentative Semi-'Works Process 18821-B, using 20 lbs. of color, 80 lbs. of dry salt and 1000 lbs. of Cyl-pebs for each charge, and running the mill for 30 to 32 hours. The salt-ground charges were extracted in two portions and approximately 1/3 of each was dried and the remainder held as paste crude. The dried portion was brush-sifted at Grinding and Mixing as tot No. 1 of Lithosol Fast Red 3BM. This product was slightly lighter in masstone, noticeably bluer and duller and close in strength compared with the preliminary sample. Although our Technical Laboratory has been unable to obtain satisfactory results in flushing tests on the crude paste, an outside user has been more successful and at his request for a more homogeneous sample, a twenty-five .pound lot of paste crude was screened thru a 100-mesh sieve, and submitted to him for further tests. A discussion of the cost of manufacture of 3alt-ground Sulfanthrene Red 3B is given in the letter of 0. Stallraann to H. A. Lubs, May 12, 1944. (see Appendix). Since, in addition to being' expensive, ho .equipment is avail able for the salt-grinding 'fneth'd'd and probably will not be available for at least a year after the War, other means of preparing this color in proper physical form for pigment use have been tried. Exploratory work has been carried out on additions or modifications in the ring-closure step and variations in drowning the reaction mass. It has been found that the most promising results are ob tainable by modifications in drowning the reaction mass, such as the addition of dispersing agents to the drowning water. Although no product has been obtained which is equal to Harmon1s Indomaroon MV-8 in every respect, a considerable improvement over our Lithosol Fast Red 3B has been attained and further work along this line is indicated. -. Patent Status: Nothing of patentable interest was found in this work. Plans for Future Work: Further work will be carried out in an attempt to develop a new method for preparing a product equal to Harmon* s MV-8 and MV-1. -i n _-3l DUP050041093 Experimental: Semi-Works: The results of drawdowns vs. Harmon's Xndomaroon are given in Table I. The test samples were prepared In the laboratory by extraction with water and drying. TABLE I Drawdowns vs. Harmon's Indomaroon MV-8 SW Charge Time Hr s. Masstone Shade Strength .1 2 3 4 5 6 7 8 9 " 10 11 12 13 14 15 16 17 18 19 20 21 32 s 32 32 32 30 30 30 30 30 30 32 30 30 30 30 30 30 30 30 30 30 Appr. darker very jet xtrace jet cons. jet n. darker appr. darker n, darker n. darker appr. darker appr. darker t. lighter n. yellow n. yellow n, yellow appr. jet n. darker appr. darker t. milky n. milky t. lighter n. lighter t. blue, t. dull close close t. yellow, t. bri. t. bluer t. bluer t. bluer i. bri. t. bri, t. blue, t. dull n. blue & dull n. blue n. blue n. blue n. blue t. blue, t. dull t. blue. t. dull t.-n. blue & dull n. blue & dull n, blue & dull v. blue & dull 10$ weak 1 ;1 . 4$ S 5$ W 8$ W 8$ W 7$ W 1:1 1$ W 2$ S 5$ S 5$ S 5$ S 5$ S ' 3$ S 3$ W 7$ W 5$ W 10$ v 5$ W 10$ W An examination of this table shows that there is a vari ation from charge to charge. It is our opinion that the actual milling attained varied between the charges, since the load in the ball-mill was very heavy and there was more or less slippage between the driving belts and pulleys. In order to operate the mill it was necessary to use a double belt from the drive shaft to the ball-mill pulley and these belts occasionally had to be shortened. A more positive drive, such as a chain or direct gear drive, should be used on a ball-mill handling such heavy loads. - J - 10,249 4 DUP050041094 In charge No. 3 samples were removed at 2-hour intervals starting at 24 hours and tested. The results are given in Table II. TABLE II Effect of1 Time of Milling No, Time Hr s. Masstorie Shade Strength 4323-64-A " "B " "c " "D " "E 24 26 28 30 32 close t. milky t.-n, jet t. jet t. jet close close close close close 6$ S 5$ S 5$ s 7$ S 4$ S It was found that the main change too# place in the masstone. Since apparently a satisfactory product was obtained on 30 hours milling and since this 'period would be more satisfactory from an operating stand-point, the later changes were run for 30 hours. No difficulties were encountered in the preliminary alkaliextraction of the crude press-calce (before salt-grinding) or in : the water-extraction of the salt-ground charges. The yield of dry, crude salt ground material (estimated) was 329 lbs. from 344 lbs., or 95.6$ of theory. Laboratory; Variations in Condensation and Drowning. In laboratory experimental work 3B acid was added to 3 parts of chlorsulfonic acid at 8-12C. and the temperature allowed to rise to 17C . in about 2 hours. After stirring the mixture at 17-20c . for 3 hours, the charge was drowned, filtered off and washed. The cake was re-slurried in water at 60C. and held alkaline to Brilliant fellow at 60-65C. for 1 hour, filtered off, washed and dried at 60C. The dried color was screened thru a 40-mesh screen before testing in drawdowns against Lithosol East Red 3B Powder. The variations and results are tabulated in Table III. 10,250=! DUP050041095 TABLE III JLNB Masstone 4325 NO. Shade Strength Variation (Parts based on color) 100-A very jet very blue too weak Lorol (.05 part) added to condens- to judge ation mass. 100 -B very jet appr. Blue & dull 5# S. .25 part Celloaolve in drowning water. 100-0 very jet t, yel,, 7# w. .05 part Bindex added to condn. t. dull mass. 100-D very jet n. yel., 8# , Drowned in 50# alcohol. & b.ri> 106-A very jet yel. & dull 10# w. Reaction mess dild. with 10 parts 98# H2SO4. 106-B very jet yel. & dull 25# V 'Reaction mass added to 10 pts. 85# H2S04- 106-0 very jet yellow 30# As in (A), drowned cold water. 106-D notic. blue & dull 25# W 2.5 parts nitrobenzene added to jet reaction mass. 107 n. milky too weak 2.5 parts nitrobenzene in chlor- to judge sulfonic. 109 very jet 20# V 1/6 part boric acid in chlorsul- fonic. no cons. blue & dull 10# 1/6 part Sitol in chlorsulfonic. milky 111-A appr. yellow 15# 1/10 part Cpd #8 in drowning water. jet & tori, 111-B cons. yellow 20# W l/l8 part Daxad 23 in drowning jet & tori. water. 111-C notic. yellow 20# 1/18 part Duponol ME In drowning jet & tori.. water. 111-D notic. yellow 15# l/l8 part MP 200 in drowning water. jet & tori. 112-A cons, jet appr. yel. 15# &. tori. 2 pts, HSO3CI, 3 pts. HgS04 in ring-closure. 112-B cons. appr. yel. 1:8# AS in (A) drowned 20# NaCl Soln. - jet & tori. 113-A n. milky notic. 10# 2. /2 pts HSOjCl, 3. 3/2 pts. H2SO4 yel, & tori. in ring- closure. 113-B appr, notic. 15# As in (A) drowned 20# NaCl soln. milky yel. & tori. 114-A very jet yel & tori. 20# 1/5 pt Sitol added with 3B Acid 114-B very jet yel & tori. 30# to HSO3CI-H2SO4 mixt. As in \A) Kutwell oil in drowning water. DUP050041096 TABLE III (cont.) JLNB Masstone 4323 No. ' Shade _____ _ Strength Variatlon(Parts "baaed on color) _______ _. _____________ ___ 115-A very jet yel. & hri. 12# 3 pts Urea in drowning water. 115- B very jet yel. & bri'. 10# *1 pt toluene added to reaction mass. 116- A very jet yel, & bri. too weak 1/5 pt. carboxy methyl cellulose to judge in drowning. 116-B very jet Prob. yel. too weak Reaction mass dild. to 15 pts. to judge 95# HgSOij. 118-A very jet yel. & bri. 12# 1# Carboxy methyl cellulose pptd. as coating. 118-B very jet yel. & bri. 12# 1# Soap acids pptd. as coating. *In 115-B when toluene was added to the condensation mass there was a noticeable rise in temperature and toluene sulfone chloride was formed. Steam-mlcronizatlon (JLNB 4323-68) Large samples of (A) dried Lithosol Past Red 3Bt and (B) dried Lithosol Past Red 3B mixed with 4 parts of salt were passed thru a micropulverizer. These samples were taken to Newport and passed thru a steam-micronizer. Sample (B) was extracted with water to remove the salt before testing vs. Harmon1s Indomaroon MV-8. Neither of the samples showed any Improvement over Lithosol Past Red 3Bwhich was contrary to results obtained with certain CPC pigments. Effect of Variation in Drowning on Textile Printing (JLNB 4323-136) A sample prepared as in 4423-112-B (Table III) and stand ardized as an assistant paste with glycerine gave the following results on printing (T.L. Memo. 2084), Heavy Light Sulfanthrene Red 4323-136' loO 100 ;90i tri bl j tf>* bri. 90 tr. bl. "Apfrfdximately sihiilaf resiiitb as kfeo4e kre dhtHirikd from ; 10,252 DUP050041097 this sample printed on bright and del.ustered rayon. 4323-136 produces speck-free printing pastes. Prints were made and report ed on an equal solids 'basis.'11 Salt-ground Paste for Flushing (JLNB 4530-28) A twenty-five pound sample equivalent to 5 lbs, of dry color was prepared from press-cake from the Semi-Works experimental runs. The press-cake, was slurried with approximately one-half its weight of water and passed thru a 100-mesh screen. The product was packed in an SDO-coated pail fitted with rubber gasket and cover and submitted to Technical Laboratory. This sample was prepared for flushing tests by a customer who had previously tested the crude press-cake and found it satisfactory except that it contained lumps of dried-out color which were retained on screening. JLNB 4323 amd 4530' Tentative Semi-Works Process for Lithosol-Past Bed 3B Crude Serial No. 18821-A Tentative Semi-Works Process for Lithosol Past Red 3b Serial No. 18821-B .Cost Estimates 18821-A and 18821-B. - 7 10,253 DUP050041098 cc - Mr, A. R. Chantler Dr. H. A. Dubs (2) October 24, 1944 MR. J. F. DALEY (2) KRESS PIGMENTS DEPARTMENT THIOINDIGOID MAROON PIGMENTS Reference is made to your letter of October 125, regarding the conditioning of our Sulfanthrene Red 3B for a maroon pigment. It is true that this can now be accom plished by a method for which we have no equipment and which could probably not be installed in less than a year,' besides being expensive. We. have, therefore, no objection if your research staff would try to convert our crude Into a maroon by other methods than those we have so far considered. It is reason able to assume that, if this can be done by one method, it should be possible to do it by another. We have no objection, of course, if Mr. Siegel and Dr. Killian visit the Jackson Laboratory.for the purpose of finding out what has been done to date by our research group. However, if you should come to the conclusion that our crude color is not satisfactory for conversion into maroon by such methods as your staff may develop, the problem should then revert back to us, as far as the modification of our process for the production of the crude is concerned. IGr/dvn IVAN GUBELMANN MANAGER - DYESTUFFS DIVISION -8- 10,254 DUP050041099 CC: Mr. T. M. Nichols, Cost Section Dr, William Kirk, Dye Works JAtt: Mr. R. J. Goodrich"! Dr. E. P. Hitch Mr. W. A. Manss Mr. J. M. Tinker, Jackson Lab. Att: Mr. C. J. Darlington May 12, 1944- DR. H. A. LDBS ASSISTANT DIR.,RESEARCH CHEMICAL DIVISION LITHOSOL PAST RED 3B (PRELIMINARY SAMPLE J-52-P-15 AND J-52-P-18) We herewith submit to you a cost estimate showing the ex pense involved in producing a 300-pound trial lot of salt milled Red 3B, represented by Preliminary Samples J-52-P-15 or P-l8, under present conditions in available Semi-Works equipment. It is planned to start with the preparation of this trial lot early next week when we shall extract a 500-pound (dry basis) portion of a normal plant charge of Sulfanthrene Red 3B Paste Crude with hot 1# caustic solution in a Semi-Works slurrying set which will be made available for this experimental charge. The extracted dye will be salt milled in 15 small charges of 19 pounds each in our 50-gallon Semi-Works ball mill. The combined salt milled charges will be extracted in the same Semi-Works equipment that we intend to use for the caustic ex traction step. Due to the very small sise of the salt milling charges, and the high expense involved in cleaning the extrac tion equipment, the total cost for making this 500-pound lot will be close to $2,000 as shown in the following table: Material Cost 250dust xuCQSt-_ Sxalusiys Tots! Cost Sulfanthrene Red 3B Paste Crude (Dry Basis) Lithosol Fast Red 3B Paste Crude Dry (Caustic Extracted) Lithosol Fast Red 3B Salt Ground (Crude) (100# Basis) Lithosol Fast Red 3B (J-52-P-18) $176.43 295.40 550. -- $99.94 200.50 114.86 $163.92 276.57 495.90 665.28 - 9 - 10,255 DUP050041100 Products Total Cost for a 300-lb. Trial Lot -dMaterial __Cost_ ----- Cost -- Total $1996,00 i < Preliminary Sample J-52-P-18 is identical in every respect with J-52-P-15, except that the P~l8 type requires four hours longer hall milling time 02 hours total) than the P-15 type. The difference in cost between the two products is in case of this trial lot negligible since the ball mill does not require any significant amount of attention while it is running. According to a cost analysis discussed in our letter to you, dated March 11, 1942, J-52-P-18 when produced at a rate of 15,250 pounds (100$) pigment per month in an ideal (8* x 6`) ball mill in a new plant; will cost close to $4.20 per pound as compared with an approximate actual cost of $3.94 for our present Lithosol Past Red 33 Powder Standard. Pinal cost estimates for the plant produced Red 3B of the improved quality which we hope to demon strate with this trial lot, will be prepared at a later date depending on the outcome of a trade evaluation of the salt milled Red 3B. , . JACKSON LABORATORY 0. Stallmann OSirvw Submitted for Typing - 4-5-45 Typed - 4-7-45 dafc - 10 i 3 DUP050041101