Acetic Acid Utilized In Pretreatment Patents (Class 536/71)
-
Patent number: 4452784Abstract: C-23-Modified derivatives of demycinosyltylosin (DMT) of the formula: ##STR1## wherein R is iodo, bromo, chloro, fluoro, --S--R.sup.4, azido, --NHR.sup.5, pyridinium or --OSO.sub.2 CF.sub.3 ;R.sup.1 is hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl or optionally substituted benzoyl, phenylacetyl, phenylpropionyl, phenoxyacetyl or phenylthioacetyl;R.sup.2 is hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl or optionally substituted benzoyl, phenylacetyl or phenylpropionyl;R.sup.3 is hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl or optionally substituted benzoyl, phenylacetyl or phenoxyacetyl;R.sup.4 is hydrogen, optionally substituted C.sub.1 -C.sub.6 -alkyl, cyclohexyl, C.sub.1 -C.sub.Type: GrantFiled: July 19, 1982Date of Patent: June 5, 1984Assignee: Eli Lilly and CompanyInventors: Herbert A. Kirst, John E. Toth
-
Patent number: 4443436Abstract: C-20-Modified derivatives of the macrolide antibiotics tylosin, desmycosin, macrocin, lactenocin, 2"'-O-demethylmacrocin and 2"-O-demethyllactenocin inhibit pathogenic bacteria, especially gram-positive bacteria, Pasteurella species, and Mycoplasma species and pharmaceutical compositions thereof.Type: GrantFiled: September 13, 1982Date of Patent: April 17, 1984Assignee: Eli Lilly and CompanyInventors: Herbert A. Kirst, John E. Toth
-
Patent number: 4440759Abstract: 20-Amino derivatives of tylosin and desmycosin are active against bacteria and Mycoplasma.Type: GrantFiled: February 24, 1983Date of Patent: April 3, 1984Inventors: Satoshi Omura, Akira Nakagawa
-
Patent number: 4439605Abstract: A process for producing cellulose diacetate is disclosed which comprises the steps of:(a) pretreating and activating 100 parts by weight of cellulose, adding a mixture of 200 to 400 parts of acetic anhydride, 0 to 350 parts of glacial acetic acid, and 0.5 to 5 parts of acid catalyst, heating the reactants to a temperature from 50.degree. C. to 85.degree. C. at approximately a constant rate, maintaining this temperature for 3 to 20 minutes, thereby acetylating cellulose to form primary cellulose acetate;(b) neutralizing the acid catalyst in the reaction mixture containing primary cellulose acetate obtained in step (a), introducing steam under pressure into the system to change the temperature of the system to 125.degree. C. to 170.degree. C., and maintaining this temperature for 30 minutes to 6 hours, thereby hydrolyzing the primary cellulose acetate to accomplish ripening; and(c) flashing the ripened reaction mixture at a temperature of 125.degree. C. to 170.degree. C.Type: GrantFiled: October 12, 1982Date of Patent: March 27, 1984Assignee: Daicel Chemical Industries, Ltd.Inventors: Hideo Yabune, Yoshiyuki Ikemoto, Younosuke Kato, Manabu Uchida
-
Patent number: 4438109Abstract: Tylosin derivatives shown by the general formula ##STR1## wherein R represents a hydrogen atom or a hydroxyl group; R.sub.1 represents a halogen atom, a hydroxyl group, a tetrahydrofuranyloxy group, a tetrahydropyranyloxy group, a tetrahydrothiofuranyloxy group, a tetrahydrothiopyranyloxy group, an alkanoyloxy group, an arylcarbonyloxy group, an aralkylcarbonyloxy group, a lower alkylthiomethyloxy group, a heterocyclic thio group which may have a substituent, a mono- or di- lower alkylamino lower alkylthio group or a group of ##STR2## (wherein R.sub.4 represents a hydroxyl group or an alkanoyloxy group); R.sub.2 represents a hydrogen atom, a hydroxyl group, or an alkanoyloxy group; R.sub.3 represents a hydroxyl group or an alkanoyloxy group; and represents a single bond or a double bond, but represents a double bond when R.sub.2 is a hydrogen atom.These compounds are useful as antibiotics.Type: GrantFiled: July 22, 1981Date of Patent: March 20, 1984Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu KaiInventors: Hamao Umezawa, Sumio Umezawa, Tsutomu Tsuchiya, Akihiro Tanaka
-
Patent number: 4436733Abstract: 4"- and 3-Ester derivatives of 23-demycinosyltylosin (DMT) and 23-de(mycinosyloxy)tylosin (DMOT) of the formula: ##STR1## wherein R is hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl or optionally substituted benzoyl, phenylacetyl or phenoxyacetyl; R.sup.1 is hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; R.sup.2 is hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl, or optionally substituted benzoyl, phenylacetyl, phenylpropionyl, phenoxyacetyl or phenylthioacetyl; R.sup.3 is hydrogen or R.sup.4 O--; and R.sup.4 is hydrogen or a specified acyl group provided that one of R or R.sup.2 must be other than hydrogen and that, when R.sup.1 is hydrogen, R.sup.3 is hydrogen or --OH and R.sup.2 is acetyl, R cannot be hydrogen, acetyl, n-butyryl or isovaleryl and, when R and R.sup.1 are hydrogen and R.sup.3 is hydrogen or --OH, R.sup.Type: GrantFiled: March 3, 1982Date of Patent: March 13, 1984Assignee: Eli Lilly and CompanyInventor: Herbert A. Kirst
-
Patent number: 4436729Abstract: There are disclosed novel 23-demycinosyltylosin and derivatives thereof which have improved activity as antibiotics. Methods of preparation of the compounds are also disclosed.Type: GrantFiled: June 30, 1982Date of Patent: March 13, 1984Assignee: Schering CorporationInventors: Ashit K. Ganguly, Yi-Tsung Liu, Alan K. Mallams
-
Patent number: 4435388Abstract: There are disclosed 20-imino-20-deoxo-4"-acyl derivatives of the antibiotic tylosin which have higher serum levels and better absorption than the parent tylosins. Methods of preparation of the compounds are also disclosed.Type: GrantFiled: June 10, 1982Date of Patent: March 6, 1984Assignee: Schering CorporationInventors: Ashit K. Ganguly, Allan K. Mallams, Yi-Tsung Liu
-
Patent number: 4427663Abstract: There are disclosed novel avermectin compounds wherein the 4" hydroxy group is oxidized to a keto group or replaced with an amino or substituted amino group. The keto compounds are prepared by oxidation with reagents such as oxalyl chloride in dimethylsulfoxide. The amino compounds are prepared from the ketone using a reducing agent and an aminating agent. Substituted amino compounds are prepared from the thus produced unsubstituted amino compounds. The keto compounds and amino compounds have utility as anti-parasitic agents and compositions for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests. In addition the amino compounds have anti-bacterial activity which is not found in any of the precursors.Type: GrantFiled: March 16, 1982Date of Patent: January 24, 1984Assignee: Merck & Co., Inc.Inventor: Helmut H. Mrozik
-
Patent number: 4423211Abstract: A process for the whole broth extraction of avermectins wherein the pH of the whole broth is adjusted with mineral acid and then contacted with a solvent extractant so that the avermectic active component is taken up by the solvent. The now avermectin rich extractant is then processed through a solvent concentration step and the avermectin isolated by conventional crystallization. The extractant is then recycled with appropriate make-up to extract a subsequent batch of whole broth.Type: GrantFiled: December 21, 1981Date of Patent: December 27, 1983Assignee: Merck & Co., Inc.Inventors: Carl Bagner, Arthur S. Wildman
-
Patent number: 4423209Abstract: There is disclosed a process for converting avermectin compounds (formerly identified as C-076 compounds) of the A-type, into avermectin compounds of the B-type. The process is carried out on the naturally occuring avermectin compounds as well as on derivatives thereof. The process involves selectively cleaving the 5-methoxy group, converting it into the hydroxy group, through the intermediate 5-keto group.Type: GrantFiled: February 26, 1982Date of Patent: December 27, 1983Assignee: Merck & Co., Inc.Inventor: Helmut H. Mrozik
-
Patent number: 4423148Abstract: 20-Dihydro-20-deoxy-23-de(mycinosyloxy)tylosin (20-deoxo-DMOT), specified 2'-acyl ester derivatives, and their acid addition salts are useful intermediates and antibacterial agents. Methods of preparing 20-deoxo-DMOT and 5-O-mycaminosyltylactone by fermentation of Streptomyces fradiae ATCC 31733 are included.Type: GrantFiled: July 2, 1982Date of Patent: December 27, 1983Assignee: Eli Lilly and CompanyInventor: Gene M. Wild
-
Patent number: 4421911Abstract: A compound of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or hydroxy and at least one of R.sub.1 and R.sub.2 is hydrogen, or a pharmaceutically acceptable salt thereof, has strong antimicrobial and antibacterial activity..Type: GrantFiled: March 16, 1982Date of Patent: December 20, 1983Assignee: Toyo Jozo Kabushiki KaishaInventors: Tatsuro Fujiwara, Eiichi Honda, Hideo Sakakibara, Takao Hirano
-
Patent number: 4419508Abstract: 20-Dihydro-20-deoxy-23-demycinosyltylosin (DH-DO-DMT), 20-dihydro-20-deoxy-5-O-mycaminosyltylonolide (DH-DO-OMT), specified acyl ester derivatives, and their acid addition salts are useful intermediates and antibacterial agents. Methods of preparing DH-DO-DMT and DH-DO-OMT by fermentation of Streptomyces fradiae and the microorganism S. fradiae ATCC 31733 are included.Type: GrantFiled: September 28, 1981Date of Patent: December 6, 1983Assignee: Eli Lilly and CompanyInventors: Richard H. Baltz, Herbert A. Kirst, Gene M. Wild, Eugene T. Seno
-
Patent number: 4415730Abstract: A compound of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or hydroxyl and at least one of R.sub.1 and R.sub.2 is hydrogen, or a pharmaceutically acceptable salt thereof, has antibacterial activity against Gram positive bacteria and against macrolide-resistant A group bacteria.Type: GrantFiled: June 23, 1982Date of Patent: November 15, 1983Assignee: Toyo Jozo Kabushiki KaishaInventors: Tatsuro Fujiwara, Eiichi Honda, Hideo Sakakibara, Takao Hirano
-
Patent number: 4413118Abstract: Organic sulfur compounds containing a carbon-sulfur double bond are used to remove homogeneous catalyst group VIII metals from chemical process streams.Type: GrantFiled: March 2, 1981Date of Patent: November 1, 1983Assignee: Merck & Co., Inc.Inventors: F. Edward Roberts, Victor J. Grenda
-
Patent number: 4412991Abstract: There is disclosed novel derivatives of C-076 compounds wherein the 22-position, normally substituted, is substituted with a hydroxy group. The compounds are isolated from the C-076 fermentation broth of Streptomyces avermitilis. The compounds have potent anthelmintic, insecticidal, and acaricidal activity and compositions for that use are also disclosed.Type: GrantFiled: August 28, 1981Date of Patent: November 1, 1983Assignee: Merck & Co., Inc.Inventor: Robert E. Ormond
-
Patent number: 4411892Abstract: An antibiotic complex, consisting of two major components, has been isolated from fermentations of a new subspecies of Streptomyces albus culture. The two major components from the complex are two new macrolide antibiotics, which are active as antibacterial agents against certain gram-positive and gram-negative microorganisms.Type: GrantFiled: May 3, 1982Date of Patent: October 25, 1983Assignee: Pfizer Inc.Inventors: Walter D. Celmer, Walter P. Cullen, Riichiro Shibakawa, Junsuke Tone
-
Patent number: 4408059Abstract: Milbemycin and avermectin macrolides are synthesized by the cyclized linking of separately synthesized northern and southern hemisphere intermediates. The northern hemisphere intermediate is a spiroketal alkenyl aldehyde, and the southern hemisphere intermediate is an aryl alkenyl phosphine oxide anion.Type: GrantFiled: December 4, 1981Date of Patent: October 4, 1983Assignee: University Patents, Inc.Inventors: Amos B. Smith, III, Steven R. Schow
-
Patent number: 4401660Abstract: Ester derivatives of 5-O-mycaminosyl tylonolide (OMT) of the formula ##STR1## wherein R and R.sup.1 are selected from hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; R.sup.2 is hydrogen or an acyl group selected from: ##STR2## p is 0 or 1; m and n are integers from 0 to 4; R.sup.3 is hydrogen, halo, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, phenyl, C.sub.5 -C.sub.8 -cycloalkenyl, naphthyl, indenyl, tetralinyl, decalinyl, adamantyl, cinnoxacinyl, a monocyclic heterocyclic ring system comprising 3 to 8 atoms in the ring or a bicyclic heterocylic ring system comprising 6 to 11 atoms, provided that at least 1 atom of the ring system is carbon and at least 1 atom of the ring system is a heteroatom selected from O, N, and S; and wherein R.sup.3 and the connecting alkyl groups--(CH.sub.2).sub.m -- and --(CH.sub.2).sub.Type: GrantFiled: December 14, 1981Date of Patent: August 30, 1983Assignee: Eli Lilly and CompanyInventor: Herbert A. Kirst
-
Patent number: 4399274Abstract: Non-ionic, lipophilic substances are isolated from aqueous or aqueous-organic solution by treatment with a macroreticular polymeric absorbent followed by elution with additional or a different organic solvent.Type: GrantFiled: July 2, 1981Date of Patent: August 16, 1983Assignee: Merck & Co., Inc.Inventors: Robert T. Goegelman, Laszlo R. Treiber
-
Patent number: 4396613Abstract: 23-Ester derivatives of demycinosyltylosin (DMT) of the formula: ##STR1## wherein R is selected from hydrogen, optionally substituted C.sub.1 -C.sub.5 -alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; and R.sup.1 is an acyl group selected from: ##STR2## p is 0 or 1; m and n are integers from 0 to 4; R.sup.2 is hydrogen, halo, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, phenyl, C.sub.5 -C.sub.8 -cycloalkenyl, naphthyl, indenyl, tetralinyl, decalinyl, adamantyl, cinnoxacinyl, a monocyclic heterocyclic ring system comprising 3 to 8 atoms or a bicyclic heterocyclic ring system comprising 6 to 11 atoms, provided that at least 1 atom of the ring system is carbon and at least 1 atom of the ring system is a heteroatom selected from O, N, and S; and wherein R.sup.2 and the connecting alkyl groups --(CH.sub.2).sub.m -- and --(CH.sub.2).sub.Type: GrantFiled: December 14, 1981Date of Patent: August 2, 1983Assignee: Eli Lilly and CompanyInventor: Herbert A. Kirst
-
Patent number: 4393056Abstract: New antibacterial tetronolide compounds F-1 and F-2 are produced by fermentation of a microorganism belonging to the genus Micromonospora. The antibiotics F-1 and F-2 are accumulated in the culture liquor and are isolated therefrom respectively and the acyl derivatives of F-1 and F-2, that is, F-1-21-O-acetate, F-1-21-O-propionate, F-1-21-O-n-butylate, F-1 diacetate, F-1 dipropionate, F-2 triacetate, F-2 tripropionate and F-2 tri-n-butylate, etc., are synthesized from F-1 and F-2 by known means.Type: GrantFiled: June 15, 1981Date of Patent: July 12, 1983Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Fusao Tomita, Tatsuya Tamaoki, Kunikatsu Shirahata, Masaji Kasai, Noriaki Hirayama, Makoto Morimoto, Masanori Fukui
-
Patent number: 4378353Abstract: There are disclosed certain new compounds related to C-076 compounds which have been produced by a mutant of the culture that produced the original C-076 compounds and isolated from the fermentation broth thereof. The compounds retain the C-076 16-membered cyclic backbone, however, the groups attached thereto are considerably modified from the original C-076 compounds. The new compounds have been found to retain the biological activity of the parent C-076 compounds. The compounds are thus potent antiparasitic agents and compositions and methods for such uses are also disclosed.Type: GrantFiled: February 17, 1981Date of Patent: March 29, 1983Assignee: Merck & Co., Inc.Inventors: Robert T. Goegelman, Vincent P. Gullo, Louis Kaplan
-
Patent number: 4375542Abstract: Actinomadura Kijaniata nov. sp produces a novel antibiotic which we have designated kijanimicin. The antibiotic or cationic salts thereof exhibit anti-acne, antitumor, antimalarial, antibacterial and anti-inflammatory activity.Type: GrantFiled: October 8, 1980Date of Patent: March 1, 1983Assignee: Schering CorporationInventors: Jay A. Waitz, Mahesh G. Patel, Ann C. Horan
-
Patent number: 4373095Abstract: Desmycinosyl derivatives of 12,13-desepoxy-12,13-dehydro antibiotic AR-5 component 1 and 12,13-desepoxy-12,13-dehydro antibiotic AR-5 component 2 are useful antibacterial agents and may be converted to other such agents by processes analogous to those generally known in the art.Type: GrantFiled: March 17, 1981Date of Patent: February 8, 1983Assignee: Schering CorporationInventors: Ashit K. Ganguly, Olga Sarre, Yi-Tsung Liu
-
Patent number: 4366309Abstract: Novel macrolide antibacterial derivatives of the components of the Antibiotic AR-5-complex are disclosed herein. The invention specifically relates to compounds wherein the macrolide ring and/or the two attached sugars are derivatized. Also disclosed are methods for the preparation of the derivatives and methods for the use thereof.Type: GrantFiled: April 13, 1981Date of Patent: December 28, 1982Assignee: Schering CorporationInventors: Ashit K. Ganguly, Yi-Tsung Liu, Olga Sarre, Robert Jaret, Doris P. Schumacher
-
Patent number: 4362881Abstract: Tylactone (20-dihydro-20,23-dideoxytylonolide), which has the formula: ##STR1## and specified acyl ester derivatives thereof are useful intermediates in the preparation of macrolide antibiotics.Type: GrantFiled: January 15, 1982Date of Patent: December 7, 1982Assignee: Eli Lilly and CompanyInventors: Robert L. Hamill, Gerald L. Huff, Richard H. Baltz, Eugene T. Seno
-
Patent number: 4358584Abstract: Antibiotic compounds of the formula: ##STR1## wherein R' is ##STR2## or --CH.sub.2 OH, and the non-toxic pharmaceutically acceptable acid addition salts thereof, are produced by culturing Streptomyces flocculus NRRL 11459. Techniques for isolating the compounds are also described. Cirramycin A.sub.1 and cirramycin B are coproduced.Type: GrantFiled: September 22, 1980Date of Patent: November 9, 1982Assignee: Eli Lilly and CompanyInventors: Stephen M. Nash, Kay F. Koch, Marvin M. Hoehn
-
Patent number: 4357325Abstract: Methods of controlling Pasteurella infections are provided which comprise administering to an infected or susceptible warm-blooded aninal an effective amount of a composition comprising (1) a suitable pharmaceutical vehicle and (2) a compound selected from the group consisting of desmycosin, lactenocin, cirramycin A.sub.1, 23-deoxy-5-0-mycaminosyltylonolide, antibiotic M-4365 G.sub.2, 9-dihydrodesmycosin, 9-dihydrolactenocin, 20-dihydrodesmycosin, 20-dihydrolactenocin, rosaramicin, and the pharmaceutically acceptable acid addition salts of these compounds.Type: GrantFiled: April 20, 1981Date of Patent: November 2, 1982Assignee: Eli Lilly and CompanyInventors: Earl E. Ose, Herbert A. Kirst
-
Patent number: 4349665Abstract: The AR-5-3 Complex consisting of four macrolide antibiotics is elaborated by a mutant strain of Micromonospora polytrota. The antibiotics exhibit substantial activity against gram positive bacteria in vitro and in vivo.Type: GrantFiled: June 27, 1980Date of Patent: September 14, 1982Assignee: Schering CorporationInventors: Bong K. Lee, Joseph A. Marquez, J. Allan Waitz
-
Patent number: 4345069Abstract: Deformyltylosin derivatives of the formula ##STR1## wherein A is ##STR2## --CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --, R.sub.1 is hydrogen, lower alkanoyl or aryl-lower alkanoyl, X.sub.1 and X.sub.2 are hydrogen or are connected to form a valence bond, Y.sub.1 and Y.sub.2 are hydrogen or are connected to form a valence bond, Q.sub.1 is hydrogen or methyl, Q.sub.2 is hydrogen or ##STR3## R.sub.2 is hydrogen or lower alkanoyl, R is hydrogen or ##STR4## R.sub.3 is hydrogen or C.sub.2-5 alkanoyl, and R.sub.4 is hydrogen or C.sub.2-6 alkanoyl, and when R.sub.3 is not hydrogen, then R.sub.4 is not hydrogen, or a pharmaceutically acceptable salt thereof, have strong antibacterial activities as compared to the known antibiotic tylosin, and also have enhanced antibacterial activities against all macrolide antibiotic-resistant strains such as A, B and C group strains, and have higher blood levels as compared with tylosin.Type: GrantFiled: September 5, 1980Date of Patent: August 17, 1982Assignee: Toyo Jozo Kabushiki KaishaInventors: Hideo Sakakibara, Tatsuro Fujiwara, Osamu Okegawa, Eiichi Honda, Susumu Watanabe, Tetsuo Matsuda
-
Patent number: 4336370Abstract: Treatment of dissolving pulp derived from wood with small quantities of C.sub.2 -C.sub.18 carboxylic acids and subsequent storage of the treated pulp, under conditions where little acid evaporation can occur, for periods of about two hours or more results in a product which has more uniform reactivity toward standard activation techniques in subsequent esterification reactions which produce known cellulose esters. At certain concentrations conventional activation techniques may be dispensed with.Type: GrantFiled: March 24, 1980Date of Patent: June 22, 1982Assignee: International Paper CompanyInventors: V. M. Yasnovsky, Donald M. MacDonald
-
Patent number: 4333925Abstract: There are disclosed certain new derivatives of C-076 compounds which have been isolated from the livers of animals that had been administered ivermectin and the in vitro incubation of such compounds with animal liver preparations. The compounds retain the basic ivermectin structure, however, 24-methyl group has been oxidized to a hydroxy methyl group and, in some of the new compounds the disaccharide substituent of the starting materials has been cleaved to a monosaccharide moiety. The new compounds have been found to retain the biological activity of the parent C-076 compounds. The compounds are thus potent antiparasitic agents and compositions and methods for such uses are also disclosed.Type: GrantFiled: May 11, 1981Date of Patent: June 8, 1982Assignee: Merck & Co., Inc.Inventors: Rudolf P. Buhs, Theodore A. Jacob, Gerald Miwa, Elena Sestokas, Rae Taub, John S. Walsh
-
Patent number: 4328335Abstract: The C-076 compounds are a series of four pairs of macrolides in which the members of each pair are homologous. The instant processes convert the C-076 A2 and B2 compounds isolated from a fermentation broth into the biologically preferred B1 and A1 compounds or into the dihydro derivatives thereof.Type: GrantFiled: December 15, 1980Date of Patent: May 4, 1982Assignee: Merck & Co., Inc.Inventor: Helmut H. Mrozik
-
Patent number: 4306060Abstract: Cellulose acetate is prepared acetylating cellulose at a high temperature of 50.degree.-85.degree. C. and then ripening the acetylated cellulose at a high temperature of 110.degree.-120.degree. C.Type: GrantFiled: December 15, 1980Date of Patent: December 15, 1981Assignee: Daicel Chemical Industries, Ltd.Inventor: Yoshiyuki Ikemoto
-
Patent number: 4269972Abstract: Cellulose diacetate having improved resistance to delustering in hot water is produced by acetylation cellulose in the presence of a catalyst and then hydrolyzing (or ripening) the product to form secondary cellulose acetate; wherein the catalyst in the acetylated mixture is completely neutralized before about the middle of the hydrolysis reaction at the latest and thereafter hydrolysis is carried out at a temperature of about 110.degree. to 120.degree. C. while maintaining the concentration of acetic acid in the reaction mixture at about 67 to 78% by weight based on the total weight of the acetic acid and water, the relation between the hydrolysis temperature and the concentration of acetic acid being defined by the area between and including points A, B, C and D in FIG. 2.Type: GrantFiled: June 11, 1979Date of Patent: May 26, 1981Assignee: Daicel Ltd.Inventors: Hideo Yabune, Yoshiyuki Ikemoto
-
Patent number: 4234719Abstract: Cellulose acetate is produced from methanol, carbon monoxide and cellulose in an integrated series of steps wherein acetic anhydride produced in a first step by the carbonylation of methyl acetate is used to acetylate cellulose to produce cellulose acetate and to co-produce acetic acid, the co-produced acetic acid is dehydrated and the dehydrated acetic acid reacted with methanol to produce methyl acetate which is then fed to the first step and carbonylated to produce additional quantities of acetic anhydride.Type: GrantFiled: June 29, 1979Date of Patent: November 18, 1980Assignee: Halcon Research and Development Corp.Inventor: Chee-Gen Wan
-
Patent number: 4234718Abstract: Cellulose acetate is produced from methanol, carbon monoxide and cellulose in an integrated series of steps wherein acetic anhydride produced in a first step by the carbonylation of methyl acetate is used to acetylate cellulose to produce cellulose acetate and to co-produce acetic acid is converted to ketene, the ketene is reacted with methanol to produce methyl acetate which is then fed to the first step and carbonylated to produce additional quantities of acetic anhydride.Type: GrantFiled: June 29, 1979Date of Patent: November 18, 1980Assignee: Halcon Research and Development Corp.Inventor: David Brown