Processes Of Halogenating The Phthalocyanine Ring System Patents (Class 540/138)
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Patent number: 7169920Abstract: Methods for preparing phthalocyanine co-crystals are provided. The phthalocyanine co-crystals include titanyl phthalocyanines and metal free phthalocyanines.Type: GrantFiled: April 22, 2005Date of Patent: January 30, 2007Assignee: Xerox CorporationInventors: Liang-Bih Lin, John S. Chambers, Jin Wu, Francisco José López
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Patent number: 6794504Abstract: Incipiently chlorinated copper phthalocyanine pigments having a chlorine content of from 10 to 40% by weight and a dispersion harshness ≦10 in LDPE are useful for coloring plastics.Type: GrantFiled: September 27, 2002Date of Patent: September 21, 2004Assignee: BASF AktiengesellschaftInventors: Ingo Klopp, Josef Hetzenegger, Peter Böttcher
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Patent number: 5475103Abstract: A process for the production of a halogenated phthalocyanine, in which a solvent can be easily recovered and the halogenated phthalocyanine has reduced residual metal amount, the process comprising forming a complex of aluminum chloride and phthalocyanine in sulfonyl chloride and then halogenating the phthalocyanine.Type: GrantFiled: November 30, 1994Date of Patent: December 12, 1995Assignee: Toyo Ink Manufacturing Co., Ltd.Inventor: Yoshiyuki Nonaka
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Patent number: 5428153Abstract: A process for the production of a halogenated phthalocyanine, in which a solvent can be easily recovered and the produced halogenated phthalocyanine has a reduced residual metal amount, the process comprising forming a complex of aluminum chloride and phthalocyanine in a halogenated hydrocarbon and then halogenating the phthalocyanine.Type: GrantFiled: November 30, 1994Date of Patent: June 27, 1995Assignee: Toyo Ink Manufacturing Co., Ltd.Inventor: Yoshiyuki Nonaka
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Patent number: 5387678Abstract: Halogenated alkoxyphthalocyanine having a controlled grade of halogenation can be prepared by reacting a single compound or a mixture of phthalocyanine represented by the formula (1): ##STR1## wherein R.sup.1 is a substituted or unsubstituted alkyl group and may be the same or different, and Met is two hydrogen atoms, a divalent metal atom or a trivalent or tetravalent metal derivative, with 1 to 6 mole ratio of a halogenating agent at 0.degree. to 260.degree. C. in a solvent of from 1 to 1000 times by weight.Type: GrantFiled: June 3, 1993Date of Patent: February 7, 1995Assignees: Mitsui Toatsu Chemicals, Incorporated, Yamamoto Chemicals, IncorporatedInventors: Hisato Itoh, Takahisa Oguchi, Shin Aihara
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Patent number: 5350843Abstract: A method for preparing a mixture of the halogenated alkoxyphthalocyanines represented by the formula (8) which comprises the step of reacting alkoxyphthalocyanines represented by the formula (7) and a mixture thereof with a halogenating agent in a mixed solvent of an organic solvent and water.Type: GrantFiled: July 6, 1992Date of Patent: September 27, 1994Assignees: Mitsui Toatsu Chemicals, Incorporated, Yamamoto Chemicals, IncorporatedInventors: Hisato Itoh, Takahisa Oguchi, Shin Aihara, Kenichi Sugimoto
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Patent number: 5286855Abstract: A process for producing a polyhalogenated phthalocyanine containing not more than 0.02 part by weight of water-insoluble inorganic impurities derived from aluminum chloride per 100 parts by weight of phthalocyanine before halogenation, which comprises the following steps A, B and C;step A of halogenating phthalocyanine in titanium tetrachloride in the presence of aluminum chloride,step B of evaporating titanium tetrachloride and sublimating aluminum chloride by heating the halogenation reaction mixture, thereby recovering aluminum chloride as a mixture with titanium tetrachloride and obtaining a polyhalogenated phthalocyanine, andstep C of recycling aluminum chloride isolated from the mixture with titanium tetrachloride or said mixture to the step A.Type: GrantFiled: November 7, 1991Date of Patent: February 15, 1994Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Yoshiyuki Nonaka, Junichi Tsuchida, Masami Shirao, Michichika Hikosaka
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Patent number: 5223027Abstract: A polyhalogenated phthalocyanine obtained by halogenation of phthalocyanine in the presence of aluminum chloride and contains not more than 0.02 part by weight, per 100 parts by weight of the phthalocyanine before the halogenation, of water-insoluble inorganic impurities derived from the aluminum chloride contributes to improvement of a printing ink in form plate abrasion properties.Type: GrantFiled: October 8, 1991Date of Patent: June 29, 1993Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Yoshiyuki Nonaka, Junichi Tsuchida, Masami Shirao, Michichika Hikosaka
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Patent number: 5153313Abstract: A process for the preparation of phthalocyanine composites which comprises adding a metal free phthalocyanine, a metal phthalocyanine, a metalloxy phthalocyanine or mixtures thereof to a solution of trifluoroacetic acid and a monohaloalkane; adding to the resulting mixture a titanyl phthalocyanine; adding the resulting solution to a mixture that will enable precipitation of said composite, and recovering the phthalocyanine composite precipitated product.Type: GrantFiled: June 4, 1990Date of Patent: October 6, 1992Assignee: Xerox CorporationInventors: Peter M. Kazmaier, Hai-Yen T. Tran, James M. Duff, James D. Mayo, Gordon K. Hamer, Terry L. Bluhm, Cheng K. Hsiao
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Patent number: 5015735Abstract: A process for the preparation of a copper phthalocyanine pigment which comprises adding a dry ground mixture of crude copper phthalocyanine containing 0.1 to 20% by weight of a crystal growth inhibitor to a 50 to 90% by weight aqueous solution of sulfuric acid to obtain a sulfuric acid slurry of the dry ground mixture, adding water to the slurry to form a precipitate and recovering it to obtain pigment grade copper phthalocyanine. The copper phthalocyanine pigment prepared according to the present invention is usable in coating materials, inks or plastics.Type: GrantFiled: December 4, 1989Date of Patent: May 14, 1991Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Yusaku Ide, Koji Nakamura, Shigeki Kato
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Patent number: 4977068Abstract: Provided is a novel aromatic ether capped naphthalocyanine compound containing a central hetero atom having a siloxy group substituent off of said hetero atom, with said siloxy substituent having the formula--OSiR.sub.1 R.sub.2 --ZArwhereinR.sub.1 and R.sub.2 can be the same or different, and can be alkyl having from 1 to about 18 carbons; aryl having from 6 to 10 carbons; cycloalkyl having at least 4 carbons or alkoxy having at least 3 carbons,Z is O or S, andAr is an aromatic moiety.Also provided is a process for preparing a naphthalocyanine compound containing a central hetero atom having a siloxy group substituent off of said hetero atom, with said siloxy group containing a terminal ether function, which process comprises reacting in the presence of a nucleophile in a moisture free environment(i) a naphthalocyanine dihydroxy compound,(ii) a compound of the formula SiR.sub.1 R.sub.2 L.sub.2, wherein R.sub.1 and R.sub.Type: GrantFiled: March 9, 1990Date of Patent: December 11, 1990Assignee: Hoechst Celanese Corp.Inventor: Palaiyur S. Kalyanaraman
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Patent number: 4948884Abstract: Provided according to this invention is a process for the halogenation of copper phthalocyanine in titanium tetrachloride in the presence of aluminum chloride, which comprises preliminarily stirring both a part or all of the aluminum chloride and the copper phthalocyanine in titanium tetrachloride at not less than 50.degree. C. and carrying out the halogenation reaction, provided that when the part of the aluminum chloride is added for the preliminary stirring, the remaining portion of the aluminum chloride is added during the halogenation reaction.Type: GrantFiled: May 16, 1989Date of Patent: August 14, 1990Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Yoshiyuki Nonaka, Junichi Tsuchida, Masami Shirao, Toshiro Notoji, Michichika Hikosaka
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Patent number: 4879380Abstract: A polyhalogenated pigment crude is combined with a heterocyclic organic liquid in which the pigment is only "slightly stable", and the resulting mixture is mixed under high shear conditions to produce a pigmentary product.Type: GrantFiled: May 5, 1988Date of Patent: November 7, 1989Assignee: BASF Corp.Inventors: John Henry Banties, Thomas Edward Donegan
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Patent number: 4789739Abstract: Polyhalocopper phthalocyanine pigments of high color strength are prepared by recrystallizing the finely divided agglomerated crude pigment in a heterogeneous aqueous organic phase at elevated temperatures by a process in which the aqueous organic phase used is a heterogeneous mixture of an aliphatic ketone having a total of 3 to 9 carbon atoms and water. The process gives the pigments in the form of spherical granules which are dust-free or have a low dust content. The pigments give deep, brilliant colorations of pure hues.Type: GrantFiled: October 23, 1987Date of Patent: December 6, 1988Assignee: BASF AktiengesellschaftInventors: Joachim Kranz, Karl Schmeidl
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Patent number: 4680387Abstract: Finely divided, agglomerated crude polyhalo-copper phthalocyanine is recrystallized (conditioned) by heating the crude pigment with benzoic acid, toluic acid, ethylbenzoic acid or a mixture of these, in the presence of water, at from 80.degree. to 130.degree. C.The resulting polyhalo-copper phthalocyanine pigments are readily dispersible and of high color strength, and pigmentary forms ranging from transparent to high-hiding can be obtained in a selective manner.The carboxylic acids used as conditioning media can readily be recovered by acidifying the mother liquor.Type: GrantFiled: November 15, 1985Date of Patent: July 14, 1987Assignee: BASF AktiengesellschaftInventor: Joachim Kranz