CH626912A5 - - Google Patents

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Info

Publication number: CH626912A5
Authority: CH; Switzerland
Prior art keywords: reactor; reaction; phthalic anhydride; urea; reaction product
Prior art date: 1976-03-18

Application number

CH323177A

Other languages

German (de)

English (en)

Inventor

Heinz-Ewald Baurecht

Reinhold Hoernle

Gerd Mueller

Original Assignee

Bayer Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1976-03-18

Filing date

1977-03-15

Publication date

1981-12-15

1977-03-15 Application filed by Bayer Ag filed Critical Bayer Ag

1981-12-15 Publication of CH626912A5 publication Critical patent/CH626912A5/de

Links

238000000034 method Methods 0.000 description 43
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 26
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 25
239000007795 chemical reaction product Substances 0.000 description 23
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 22
239000004202 carbamide Substances 0.000 description 22
238000006243 chemical reaction Methods 0.000 description 17
238000004140 cleaning Methods 0.000 description 14
150000001879 copper Chemical class 0.000 description 12
238000010438 heat treatment Methods 0.000 description 12
239000003054 catalyst Substances 0.000 description 11
XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 11
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 10
238000004898 kneading Methods 0.000 description 9
150000003021 phthalic acid derivatives Chemical class 0.000 description 9
239000000203 mixture Substances 0.000 description 8
APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 6
229940010552 ammonium molybdate Drugs 0.000 description 6
235000018660 ammonium molybdate Nutrition 0.000 description 6
239000011609 ammonium molybdate Substances 0.000 description 6
JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 6
239000000047 product Substances 0.000 description 6
RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 5
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid group Chemical group C(C=1C(C(=O)O)=CC=CC1)(=O)O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 5
239000002904 solvent Substances 0.000 description 5
229910021529 ammonia Inorganic materials 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
238000002156 mixing Methods 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
229940116318 copper carbonate Drugs 0.000 description 3
GEZOTWYUIKXWOA-UHFFFAOYSA-L copper;carbonate Chemical compound [Cu+2].[O-]C([O-])=O GEZOTWYUIKXWOA-UHFFFAOYSA-L 0.000 description 3
238000011031 large-scale manufacturing process Methods 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
238000003786 synthesis reaction Methods 0.000 description 3
DVIPPHSQIBKWSA-UHFFFAOYSA-N 4-chlorophthalic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1C(O)=O DVIPPHSQIBKWSA-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
229910000831 Steel Inorganic materials 0.000 description 2
CHCFOMQHQIQBLZ-UHFFFAOYSA-N azane;phthalic acid Chemical compound N.N.OC(=O)C1=CC=CC=C1C(O)=O CHCFOMQHQIQBLZ-UHFFFAOYSA-N 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
239000010949 copper Substances 0.000 description 2
ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 2
229910000366 copper(II) sulfate Inorganic materials 0.000 description 2
230000018044 dehydration Effects 0.000 description 2
238000006297 dehydration reaction Methods 0.000 description 2
239000000155 melt Substances 0.000 description 2
229910052751 metal Chemical class 0.000 description 2
239000002184 metal Chemical class 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
NAYYNDKKHOIIOD-UHFFFAOYSA-N phthalamide Chemical compound NC(=O)C1=CC=CC=C1C(N)=O NAYYNDKKHOIIOD-UHFFFAOYSA-N 0.000 description 2
XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 2
239000002994 raw material Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000010959 steel Substances 0.000 description 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
WZHHYIOUKQNLQM-UHFFFAOYSA-N 3,4,5,6-tetrachlorophthalic acid Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(O)=O WZHHYIOUKQNLQM-UHFFFAOYSA-N 0.000 description 1
BKFXSOCDAQACQM-UHFFFAOYSA-N 3-chlorophthalic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1C(O)=O BKFXSOCDAQACQM-UHFFFAOYSA-N 0.000 description 1
RZVCEPSDYHAHLX-UHFFFAOYSA-N 3-iminoisoindol-1-amine Chemical compound C1=CC=C2C(N)=NC(=N)C2=C1 RZVCEPSDYHAHLX-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
229910021592 Copper(II) chloride Inorganic materials 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
-1 ammonium molybdate Chemical class 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
238000010276 construction Methods 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229910000365 copper sulfate Inorganic materials 0.000 description 1
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
238000007872 degassing Methods 0.000 description 1
238000004821 distillation Methods 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000011049 filling Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000006260 foam Substances 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
229910000856 hastalloy Inorganic materials 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229910000069 nitrogen hydride Inorganic materials 0.000 description 1
IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
XQZYPMVTSDWCCE-UHFFFAOYSA-N phthalonitrile Chemical compound N#CC1=CC=CC=C1C#N XQZYPMVTSDWCCE-UHFFFAOYSA-N 0.000 description 1
229920006391 phthalonitrile polymer Polymers 0.000 description 1
125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 description 1
239000000049 pigment Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000007790 scraping Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
230000032258 transport Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B47/00—Porphines; Azaporphines
- C09B47/04—Phthalocyanines abbreviation: Pc
- C09B47/06—Preparation from carboxylic acids or derivatives thereof, e.g. anhydrides, amides, mononitriles, phthalimide, o-cyanobenzamide
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F27/00—Mixers with rotary stirring devices in fixed receptacles; Kneaders
- B01F27/60—Mixers with rotary stirring devices in fixed receptacles; Kneaders with stirrers rotating about a horizontal or inclined axis
- B01F27/70—Mixers with rotary stirring devices in fixed receptacles; Kneaders with stirrers rotating about a horizontal or inclined axis with paddles, blades or arms
- B01F27/701—Mixers with rotary stirring devices in fixed receptacles; Kneaders with stirrers rotating about a horizontal or inclined axis with paddles, blades or arms comprising two or more shafts, e.g. in consecutive mixing chambers
- B01F27/702—Mixers with rotary stirring devices in fixed receptacles; Kneaders with stirrers rotating about a horizontal or inclined axis with paddles, blades or arms comprising two or more shafts, e.g. in consecutive mixing chambers with intermeshing paddles
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/18—Stationary reactors having moving elements inside
- B01J19/20—Stationary reactors having moving elements inside in the form of helices, e.g. screw reactors

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

CH323177A 1976-03-18 1977-03-15 CH626912A5 (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19762611546 DE2611546A1 (de)	1976-03-18	1976-03-18	Verfahren zur herstellung von kupferphthalocyanin

Publications (1)

Publication Number	Publication Date
CH626912A5 true CH626912A5 (fr)	1981-12-15

Family

ID=5972838

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH323177A CH626912A5 (fr)	1976-03-18	1977-03-15

Country Status (11)

Country	Link
US (1)	US4118391A (fr)
JP (1)	JPS52151319A (fr)
BE (1)	BE852523A (fr)
BR (1)	BR7701649A (fr)
CH (1)	CH626912A5 (fr)
DE (1)	DE2611546A1 (fr)
DK (1)	DK117177A (fr)
ES (1)	ES456926A1 (fr)
FR (1)	FR2344602A1 (fr)
GB (1)	GB1539675A (fr)
IN (1)	IN155899B (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4320059A (en) *	1980-11-10	1982-03-16	American Cyanamid Company	Process for the manufacture of phthalocyanines
US5230562A (en) *	1989-11-02	1993-07-27	Sumitomo Heavy Industries, Ltd.	Viscous liquid processor
JP2925599B2 (ja) *	1989-11-02	1999-07-28	住友重機械工業株式会社	高粘度液処理装置
JPH05331383A (ja) *	1992-05-29	1993-12-14	Toyo Ink Mfg Co Ltd	粗製銅フタロシアニンの製造法
JP3368797B2 (ja) *	1997-05-12	2003-01-20	東洋インキ製造株式会社	銅フタロシアニンの製造方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB496819A (en) *	1937-06-01	1938-12-07	Ig Farbenindustrie Ag	Process for the manufacture of new dyestuffs of the phthalocyanine series
CH209348A (de) *	1937-11-20	1940-04-15	Ig Farbenindustrie Ag	Verfahren zur Herstellung eines Gemisches von Phthalocyaninsulfosäuren.
NL51309C (fr) *	1938-07-15
GB1483417A (en) *	1974-07-06	1977-08-17	Bayer Ag	Process for the preparation and conditioning of copper phthalocyanine
DE2432564A1 (de) *	1974-07-06	1976-01-22	Bayer Ag	Verfahren zur herstellung von kupferphthalocyanin

1976
- 1976-03-18 DE DE19762611546 patent/DE2611546A1/de not_active Withdrawn
1977
- 1977-02-10 IN IN197/CAL/77A patent/IN155899B/en unknown
- 1977-03-15 CH CH323177A patent/CH626912A5/de not_active IP Right Cessation
- 1977-03-16 JP JP2812677A patent/JPS52151319A/ja active Pending
- 1977-03-16 BE BE175831A patent/BE852523A/fr unknown
- 1977-03-16 GB GB11113/77A patent/GB1539675A/en not_active Expired
- 1977-03-16 US US05/778,154 patent/US4118391A/en not_active Expired - Lifetime
- 1977-03-17 BR BR7701649A patent/BR7701649A/pt unknown
- 1977-03-17 DK DK117177A patent/DK117177A/da unknown
- 1977-03-17 ES ES456926A patent/ES456926A1/es not_active Expired
- 1977-03-18 FR FR7708236A patent/FR2344602A1/fr active Pending

Also Published As

Publication number	Publication date
GB1539675A (en)	1979-01-31
DK117177A (da)	1977-09-19
ES456926A1 (es)	1978-01-16
BR7701649A (pt)	1978-01-03
DE2611546A1 (de)	1977-09-22
BE852523A (fr)	1977-09-16
FR2344602A1 (fr)	1977-10-14
IN155899B (fr)	1985-03-23
JPS52151319A (en)	1977-12-15
US4118391A (en)	1978-10-03

Legal Events

Date	Code	Title	Description
1983-11-30	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE2950404C2 (de)	1984-05-30	Verfahren zur Herstellung von Kaliumsulfat
DE3201579C2 (de)	1985-09-05	Verfahren zur Herstellung von Diperoxysäure durch gesteuerte Kristallisation
DE2432564A1 (de)	1976-01-22	Verfahren zur herstellung von kupferphthalocyanin
CH626912A5 (fr)	1981-12-15
DE3642330C2 (fr)	1990-05-31
DE2452390C2 (de)	1983-12-29	Verfahren zur kontinuierlichen Herstellung von aromatischen Uretdiongruppen aufweisenden Polyisocyanaten
CH619478A5 (en)	1980-09-30	Process for preparing copper phthalocyanine
EP1086067A1 (fr)	2001-03-28	Procede de production d'alcoolats de metaux alcalins
EP0675104A1 (fr)	1995-10-04	Procédé pour la préparation adiabatique de mononitrohalogénobenzènes
US4077972A (en)	1978-03-07	Process for the preparation and conditioning of copper phthalocyanine
DE2130406C3 (de)	1974-12-19	Verfahren zur Herstellung aromatischer Ketocarbonsäuren
DE69803236T2 (de)	2002-06-13	Verfahren zur Herstellung von Kupferphthalocyanin
CH624701A5 (fr)	1981-08-14
DE3138923A1 (de)	1982-04-01	Vorrichtung und verfahren zur herstellung von alkalimetallsalzen von mineralsaeuren
US3280142A (en)	1966-10-18	Manufacture of phthalocyanines
DE2256170C3 (de)	1978-03-16	Kontinuierliches Verfahren zur Herstellung von Kupferphthalocyanin
DE3106541C2 (fr)	1987-10-22
EP0769002A1 (fr)	1997-04-23	Procede de fabrication de n-methylol-(meth)acrylamide cristallise
EP2841190B1 (fr)	2016-08-03	Dispositif pour le transport de matières et de pâtes visqueuses
DE1290125B (fr)	1974-04-11
DE2437768A1 (de)	1976-02-26	Verfahren zur herstellung von kupferphthalocyanin in pigmentform
DE3001002A1 (de)	1981-07-16	Verfahren zur herstellung von metallphthalocyaninen
EP1293515A1 (fr)	2003-03-19	Procédé et appareillage pour la production industrielle d'éther méthylhydroxyalkyle de cellulose
DE68911567T2 (de)	1994-04-14	Katalysator und dessen Anwendung in Oxydation.
DE2016278C3 (de)	1978-09-28	Verfahren zur Herstellung von Kupferphthalocyaninen