Plural Hetero Atoms In The Six-membered Hetero Ring Patents (Class 540/125)
  • Patent number: 5516899
    Abstract: A phthalocyanine of Formula (1): ##STR1## wherein: M.sub.k PC iS a phthalocyanine nucleus of Formula (2): ##STR2## M is a metal atom, a chloro-metal group, and oxy-metal group or hydrogen; k is inverse of 1/2 valency of M;R and R.sup.1 each independently is an organic radical;R.sup.2 is H or optionally substituted alkyl;a is an average value from 15 to 8;b is an average value from 1 to 8; anda+b is from 15 to 16; and sulphonated derivatives thereof and process for their preparation.The phthalocyanines of the present invention are useful for absorbing electro-magnetic radiation from for example a laser source and may be used in a coating for optical data storage disks, or in security applications such as printing banknotes or checks, or in the preparation of lithographic printing plates or in washing powders to assist in bleaching.
    Type: Grant
    Filed: July 20, 1994
    Date of Patent: May 14, 1996
    Assignee: Zeneca Limited
    Inventors: James S. Campbell, Peter Gregory, Dean Thetford
  • Patent number: 5484778
    Abstract: The present invention relates to a series of novel phthalocyanine compositions (or compounds) suitable for use as photosensitizers for photodynamic therapy. Specifically, the invention relates to a series of new aluminum (Al) germanium (Ge), gallium (Ga), tin (Sn) and/or silicon (Si) phthalocyanines having substituted amine or quaternary ammonium axial ligands attached to the central metal, and the use of these new phthalocyanine compositions for the treatment of cancer through photosensitization. Moreover, the present invention is directed to the methods of preparing these compositions for use in photodynamic therapy.
    Type: Grant
    Filed: September 2, 1993
    Date of Patent: January 16, 1996
    Assignee: University Hospitals of Cleveland
    Inventors: Malcolm E. Kenney, Nancy L. Oleinick, Boris D. Rihter, Ying-Syi Li
  • Patent number: 5444163
    Abstract: There is described a process for preparing reactive phthalocyanine dyes with .beta.-substituted ethylsulfonyl or vinylsulfonyl groups by reacting a phthalocyaninesulfonyl chloride with amines with .beta.-substituted ethylsulfonyl or vinylsulfonyl groups with or without further amines in the presence of a heterocyclic catalyst.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: August 22, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Dornhagen, Manfred Patsch
  • Patent number: 5427616
    Abstract: A process for the production of a copper phthalocyanine pigment composition from 70 to 99% by weight of a crude copper phthalocyanine and 30 to 1% by weight of a phthalocyanine derivative,the crude copper phthalocyanine being converted to a pigment without a large amount of energy and the treatment of exhaust water,the copper phthalocyanine pigment composition having excellent fluidity, tinting strength and stability with time when used in a coating composition or a printing ink,the copper phthalocyanine pigment composition showing almost no "strike-through" when used for gravure printing on low-quality paper,the process comprising dry milling the entirety of the crude copper phthalocyanine and the phthalocyanine derivative in an amount of 0.5 to 10% by weight of a final composition in the absence of a milling auxiliary until the content of an .alpha.
    Type: Grant
    Filed: June 1, 1994
    Date of Patent: June 27, 1995
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Kosaku Tsuji, Yoshio Muramatsu, Shigeki Kato
  • Patent number: 5420255
    Abstract: A process for the continuous reaction of halogenopyrimidines with amines, a halogenopyrimidine and an aqueous amine solution or suspension being passed into a reactor and the reaction product being subsequently conducted away, is described, characterized in that the starting materials are introduced into the reactor simultaneously and continuously with intensive mixing.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: May 30, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegbert Arnold, Hans-Georg Frosch, Manfred Hoppe, Wolfgang Mullers, Richard Sommer
  • Patent number: 5399674
    Abstract: Fiber-reactive dyestuffs, processes for their preparation and their useDyestuffs of the formula (1) are described ##STR1## The dyestuffs have fiber-reactive properties and dye materials containing hydroxy groups and/or containing carboxamide groups, in particular fiber materials, such as, for example, cellulose fibers, wool and synthetic polyamide fibers, in deep, fast shades by the methods known for this process.
    Type: Grant
    Filed: December 3, 1993
    Date of Patent: March 21, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jorg Dannheim, Werner H. Russ
  • Patent number: 5378817
    Abstract: Reactive dyestuffs of the formula ##STR1## wherein Z=a heterocyclic reactive group and the remaining groups have the meaning given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: January 3, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Karl-Josef Herd
  • Patent number: 5342927
    Abstract: Reactive dyestuffs of the formula ##STR1## in which X is ##STR2## and Z is a heterocyclic reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.
    Type: Grant
    Filed: July 21, 1992
    Date of Patent: August 30, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Josef Herd
  • Patent number: 5322760
    Abstract: A nonlinear optical element comprising a tetraazaporphyrin compound represented by the formula (I): ##STR1## This nonlinear optical element is excellent in that it is improved over low switching speed of the conventional inorganic materials and over small nonlinearity and poor chemical and physical stability and workability of the conventional organic materials.
    Type: Grant
    Filed: November 29, 1991
    Date of Patent: June 21, 1994
    Assignee: Hitachi, Ltd.
    Inventors: Yuzo Itoh, Atsushi Kakuta, Akio Mukoh
  • Patent number: 5302708
    Abstract: Phthalocyanine dyes, in particular copper phthalocyanine and nickel phthalocyanine dyes which contain one or more groups of the formula given and defined below ##STR1## or one or more carboxy groups or both groups and which furthermore can contain one or more sulfo groups, customary sulfonamide groups and/or groups of the formula given and defined below ##STR2## dye hydroxy- and/or carboxamide-containing materials, in particular fiber materials, such as cellulose fiber materials, wool and polyamide fibers, in fast, predominantly green hues of high color strength.
    Type: Grant
    Filed: August 6, 1992
    Date of Patent: April 12, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Thomas Beck, Werner H. Russ, Hartmut Springer, Marcus Banfer
  • Patent number: 5284943
    Abstract: Special tetraazaporphins containing Si, Ge or Sn as the central metal are useful for forming a recording layer in an optical recording medium.
    Type: Grant
    Filed: January 22, 1992
    Date of Patent: February 8, 1994
    Assignee: Hitachi Chemical Company, Co.
    Inventors: Seiji Tai, Nobuyuki Hayashi, Koichi Kamijima, Mitsuo Katayose, Takayuki Akimoto, Hideo Hagiwara
  • Patent number: 5279622
    Abstract: Solid dyestuff preparations of reactive phthalocyanine dyestuffs of the formula ##STR1## in which the substituents have the meaning given in the description, have improved solubility in water if they contain 5 to 15% by weight of an acid-binding agent.
    Type: Grant
    Filed: April 28, 1992
    Date of Patent: January 18, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef-Walter Stawitz, Frank-Michael Stohr, Joachim Wolff
  • Patent number: 5217856
    Abstract: Special tetraazaporphins containing Si, Ge or Sn as the central metal are useful for forming a recording layer in an optical recording medium.
    Type: Grant
    Filed: April 6, 1989
    Date of Patent: June 8, 1993
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Seiji Tai, Nobuyuki Hayashi, Koichi Kamijima, Mitsuo Katayose, Takayuki Akimoto, Hideo Hagiwara
  • Patent number: 5189153
    Abstract: A phthalocyanine compound of the Formula (1): ##STR1## wherein: Pc is a phthalocyanine nucleus which is metal free or contains a metal or oxymetal;X is S; NT or O;Y is S; NT or O;Z is S or Se; in which T in the above is H; alkyl or aryl;.sup.+ HA is an aliphatic polyamino ammonium ion or a substituted diguanidinium ion;each R independently is an aromatic radical linked to a peripheral carbon atom of the Pc nucleus through an atom Z;each R.sup.1 independently is optionally substituted phenylene or naphthylene in which the atoms X and Y are attached to adjacent nuclear carbon atoms in R.sup.1 and to adjacent peripheral carbon atoms of the Pc nucleus;a is 0 to 16; provided thatb is 0 to 8; a+b>0; andc+d is 1 to 16.
    Type: Grant
    Filed: June 19, 1990
    Date of Patent: February 23, 1993
    Assignee: Imperial Chemical Industries, PLC
    Inventors: Peter Gregory, Prakash Patel
  • Patent number: 5189154
    Abstract: Anionic phthalocyanine compounds which, in the free acid form, have the Formula (1):Pc(SO.sub.3 H).sub.t (SO.sub.2 --NR.sup.1 --L--NR.sup.2 --X--NR.sup.3 --G).sub.q (1)The compounds are useful as the colored component of inks, particularly those used in ink jet printing.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: February 23, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Peter Gregory, Ronald W. Kenyon, Christine Millard
  • Patent number: 5126443
    Abstract: Compounds of the formulae ##STR1## salts thereof, and mixtures of such compounds or salts,wherein Me, Pc, Q.sub.1, R.sub.1, R.sub.2, R.sub.3, Y, a, b, c and d as defined,useful as fiber-reactive dyes for dyeing or printing hydroxy group- and nitrogen-containing organic substrates, for example, textile material comprising cotton, the obtained dyeings and prints having good all-round fastnesses, such as good light fastness.
    Type: Grant
    Filed: September 19, 1990
    Date of Patent: June 30, 1992
    Assignee: Sandoz Ltd.
    Inventors: Helmut A. Moser, Roland Wald
  • Patent number: 5070193
    Abstract: Novel reactive dyestuffs of the formula ##STR1## having the substituent meanings specified in the description are highly suitable for dyeing and printing hydroxyl- and amido-containing textile materials. They produce very fast dyeings and prints in high yields.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: December 3, 1991
    Assignee: Bayer Aakatiengesellschaft
    Inventors: Karl H. Schundehutte, Manfred Groll, Josef W. Stawitz
  • Patent number: 5059681
    Abstract: A water-soluble reactive dye of the formula: ##STR1## wherein D represents a radical of a water-soluble azo dye selected from: (i) sulphonated monoazo radicals which are free from complexly bound metal and have the formula: ##STR2## wherein A represents a radical of the benzene or naphthalene series, R.sup.3 represents hydrogen or C.sub.1-8 -alkyl and one of U and V is SO.sub.3 H, the other being H, and(ii) a disazo radical of the formula: ##STR3## x represents Cl, Br, F, SO.sub.3 H or a quaternary ammonium group; R.sup.1 represents an optionally substituted C.sub.1-8 -alkyl radical; R.sup.2 represents hydrogen or an optionally substituted C.sub.1-8 -alkyl radical; andT represents a 1,3- or 1,4-phenylene radical which may carry one or more substituents selected from halogen, alkyl, alkoxy, acylamino, nitro and carboxy.
    Type: Grant
    Filed: February 1, 1990
    Date of Patent: October 22, 1991
    Assignee: Imperial Chemical Industries plc
    Inventor: John A. Taylor
  • Patent number: 5051501
    Abstract: Novel reactive dyestuffs of the formula ##STR1## wherein Pc=radical of a Cu- or Ni-phthalocyanine,R.sub.1, R.sub.2 =H, C.sub.1 -C.sub.4 -alkyl optionally substituted with --OH, --COOH, --OSO.sub.3 H or --SO.sub.3 H, or together C.sub.2 -alkylene,B=C.sub.2 -C.sub.6 -alkylene or phenylene optionally substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, nitro, cyano, COOH, SO.sub.3 H, carboxanide, sulphonamide, C.sub.1 -C.sub.4 -alkylcarbonylamino or --NHCONH.sub.2,R.sub.3, R.sub.4 =H, C.sub.1 -C.sub.4 -alkyl optionally substituted with OH, --COOH, --OSO.sub.3 H or --SO.sub.3 H, or optionally sulphur- or carboxyl-substituted phenyl, or together C.sub.2 -alkylene,a=1.0 to 2.7,b=0.8 to 1.2, andc=0.5 to 1.5, where a+b+c=3 to 4.
    Type: Grant
    Filed: November 6, 1989
    Date of Patent: September 24, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl H. Schundehutte, Manfred Groll, Josef W. Stawitz
  • Patent number: 5032495
    Abstract: An optical recording medium contains tetraazaporphyrins of the formula ##STR1## where L.sup.1, L.sup.2, L.sup.3 and L.sup.4 are each independently of the others the radical of a bicyclic aromatic heterocycle containing 1 to 3 identical or different heteroatoms selected from the group consisting of N, O and S, which may be substituted, andR.sup.1 and R.sup.2 have defined meanings.
    Type: Grant
    Filed: August 18, 1989
    Date of Patent: July 16, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Albert, Peter Neumann, Rolf-Dieter Kohler
  • Patent number: 4978747
    Abstract: Colorants are obtained by reacting a dyestuff which is free from ionic groups and has.gtoreq.2 NH.sub.2 groups which are preferably arranged in such a manner that they do not participate in the resonance of the chromophore with such an amount of a (cyclo)aliphatic diisocyante so as to form an adduct that still contains at least two free NCO groups, and subsequently reacting this adduct with a (cyclo)aliphatic diamine, to form an adduct suitable for dyeing and pigmenting macromolecular substances, in particular for coloring PUR-based paints, coatings and laminates.
    Type: Grant
    Filed: April 13, 1989
    Date of Patent: December 18, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Arnold Weber, Hermann Henk, Klaus Kunde, Jochen Westphal, Klaus Wunderlich
  • Patent number: 4845209
    Abstract: The invention relates to phthalocyanine compounds of the formula ##STR1## wherein MePc is a copper, cobalt or nickel phthalocyanine radical,R.sub.1 is hydrogen or alkyl,X is alkylene, andR.sub.2, R.sub.3 and R.sub.4, are each independently alkyl which is unsubstituted or substituted by hydroxy, alkoxy, phenyl or amino, or R.sub.1 and R.sub.2, when taken together, are methylene, ethylene or propylene if X is methylene or ethylene, or two or three of R.sub.2, R.sub.3 and R.sub.3, together with the nitrogen atom, form a 5- to 7-membered unsubstituted or substituted heterocyclic ring which may contain one or two additional hetero atoms selected from the group consisting of O, N and S as ring members,An.sup..crclbar. is a cation and M is a cation, and x is greater than y and y is greater than 0, and the sum of x+y is 4 or less than 4.These compounds can be used as dyes, in particular for dyeing and printing cellulosic materials and polyacrylonitrile materials, especially paper.
    Type: Grant
    Filed: August 4, 1988
    Date of Patent: July 4, 1989
    Inventor: Jean-Marie Adam
  • Patent number: 4824947
    Abstract: A phthalocyanine compound of the formula: ##STR1## wherein Pc is a phthalocyanine nucleus;each R independently is optionally substituted phenyl;m is 4 to 12;V is H or C.sub.1-4 -alkyl;each R.sup.1 independently is optionally substituted phenylene or naphthylene in which the S atom and group N-V are attached to adjacent nuclear carbon atoms;and n is 2 to 6;provided that R is not R.sup.1 -NHV.The compounds have a significant absorption band in the near infra red and are soluble in non-polar organic media. The compounds are useful in many applications where absorption of infra-red radiation is desirable, such as in OCR readable inks, security printing and reprographic toners.
    Type: Grant
    Filed: March 1, 1988
    Date of Patent: April 25, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventor: William M. Stark
  • Patent number: 4824948
    Abstract: A phthalocyanine compound of the formula:(R--X--).sub.m Pc (--Y--R.sup.1 --Z--).sub.n (--SO.sub.3 M).sub.p IwhereinPc is a phthalocyanine nucleus (Pc);eachR independently is a monovalent aromatic radical linked to a peripheral carbon atom of the Pc nucleus through X;X selected from S, Se and Te;m is 4 to 16;eachR.sup.1 independently is a divalent aromatic radical linked to two adjacent peripheral carbon atoms of the Pc nucleus through Y and Z;Y is selected from S, NT, Se and Te;Z is selected from S, Se, Te, NT and O;T is selected from H, alkyl and aryl;n is 0 to 7;M is H, a metal or optionally-substituted ammonium;andP is from 1 to 16.The compounds have a significant absorption band in the near infra red and depending on the number of sulphonic acids groups and the nature of the counter ion are soluble in aqueous and polar organic media.
    Type: Grant
    Filed: March 1, 1988
    Date of Patent: April 25, 1989
    Assignee: Imperial Chemical Industries plc
    Inventors: William Stark, Nigel Hughes, Donald M. Gunn
  • Patent number: 4786721
    Abstract: The reactive dyes are useful, in particular, for dyeing or printing cellulose-containing fiber materials by the cold pad-batch method and produce, with a high dyeing yield, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: November 22, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann, Paul Herzig
  • Patent number: 4785088
    Abstract: Pigments of the general formulaF.multidot.Het (I).where F is the cation of a cationic dye which has an absorption maximum at >700 nm and may or may not contain anionic groups and Het is an anion of a heteropolyacid based on tungsten, molybdenum, vanadium or a mixture of these with phosphorus, silicon, cobalt, aluminum, manganese, chromium, nickel or a mixture of these or a copper(I)-hexacyanoferrate(II) anion, are superior to the known IR dyes in terms of thermal stability and photostability, and give optical recording media having superior properties, such as a high signal/noise ratio.
    Type: Grant
    Filed: June 4, 1986
    Date of Patent: November 15, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Flohr, Joachim Jesse, Bernhard Albert, Peter Neumann
  • Patent number: 4745187
    Abstract: Water-soluble phthalocyanine dyestuffs having vinylsulfonyl or .beta.-substituted ethylsulfonyl groups are prepared by reaction of phthalocyanine sulfonyl chlorides, which may contain sulfo groups, with a primary or secondary amine having vinylsulfonyl or .beta.-substituted ethylsulfonyl groups and, if appropriate, with a second primary or secondary amine of the aliphatic, heterocyclic or aromatic series, in the presence of a pyridinesulfonamide or pyridinecarboxamide.
    Type: Grant
    Filed: January 29, 1987
    Date of Patent: May 17, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hartmut Springer
  • Patent number: 4710569
    Abstract: Dyestuffs of the formula ##STR1## wherein F stands for an organic chromophore andZ stands for radicals of the formulae ##STR2## wherein R.sub.1 -R.sub.2 denote hydrogen, alkyl, cycloalkyl, alkenyl, aryl, aralkyl or a heterocyclic structure orR.sub.2 and R.sub.3 represent an optionally substituted amino group or together form a ring orR.sub.1 with R.sub.2 and/or R.sub.3 with R.sub.4 form a ring,A.sup.(-) denotes an anion,Y denotes an anionic group,m denotes 0-2 andn denotes 1-6,and wherein the chromophore and said radicals can carry further substituents, provided that the total number of anionic substituents is smaller than the total number of quaternary and quaternizable amino groups, are used for dyeing cellulose fibres, in particular paper.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: December 1, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Franke, Dieter Ockelmann, Roderich Raue, Peter Wild
  • Patent number: 4665165
    Abstract: A compound or a mixture of compounds of formula I ##STR1## in which Pc is a phthalocyanine group (which may be metallized or metal-free);R.sub.1 is hydrogen or lower alkyl;Q and Q.sub.1 are both either --NR.sub.2 R.sub.3 or are both --N.sup..sym. R.sub.4 R.sub.5 R.sub.6 A.sub.n.sup..crclbar. where R.sub.2 to R.sub.6 are organic substituents.M is hydrogen or a cation;A is a lower alkylene or a lower alkenylene;A.sub.n.sup..crclbar. is a non-chromophoric anion;m and n are average numbers from 0.3 to 4;p is an average number from 0 to 1;with the provisos that(i) m+n is an average number from 2 to 6; and(ii) Q and Q.sub.1 are not the same group.
    Type: Grant
    Filed: May 7, 1986
    Date of Patent: May 12, 1987
    Assignee: Sandoz Ltd.
    Inventor: Roland Wald
  • Patent number: 4648992
    Abstract: Novel phthalocyanine compounds are described, which have the formula ##STR1## in which MePc is the Si(IV)-, P(V)-, Ti(IV)-, Ge(IV)-, Cr(IV)-, Ga(III)-, Zr(IV)-, In(III)-, Sn(IV)- or Hf(IV)- phthalocyanine or -naphthalocyanine ring system, A is an anionic, nonionic or cationic group which imparts solubility in water, Z is the counter-ion to A, if the latter is an ionic group, and is 0 if A is a nonionic group, n is any desired number from 1 to 8, Y is a neutral substituent which does not impart solubility in water and p is any desired number from 0 to 6, it being possible for the groups AZ and Y present in the molecule to be identical or different in either case, and the sum of n+p being not more than 8 and MePc not being the Sn(IV)-phthalocyanine or Sn(IV)-naphthalocyanine ring system if p is 0 and if the only groups imparting water-solubility in the molecule are sulfo groups.
    Type: Grant
    Filed: February 11, 1985
    Date of Patent: March 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Gregor Graf, Gerd Holzle, Gerhard Reinert
  • Patent number: 4648993
    Abstract: A compound useful for dyeing acid-modified fibers, having the formula ##STR1## where R.sup.5 is hydrogen, methyl or ethyl; R.sup.2 and R.sup.3 are each methyl, ethyl, .beta.-hydroxyethyl, .beta.-hydroxypropyl or benzyl; A.sup.- is an anion; m is 2 or 3 and n is 0.1 to 1 based on statistical averages.
    Type: Grant
    Filed: July 8, 1985
    Date of Patent: March 10, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Colberg, Udo Mayer
  • Patent number: 4647409
    Abstract: Basic copper-phthalocyanine dyestuffs of the formula ##STR1## in which Cu--Pc denotes the radical of an x-valent copper-phthalocyanine,A and B independently of each other denote an alkylene radical having 2 to 5 carbon atoms,R.sub.1 and R.sub.3 independently of each other denote hydrogen or an alkyl radical having 1 to 3 carbon atoms which is optionally substituted by hydroxyl, C.sub.1 - to C.sub.3 -alkoxy, halogen or an NH.sub.2 group,R.sub.2 denotes an alkyl group having 1 to 3 carbon atoms which is optionally substituted by hydroxyl, C.sub.1 - to C.sub.3 -alkoxy or halogen,n denotes the number 1 to 3,x denotes the value 1.8 to 2.5,or if n=1 and A=C.sub.2 H.sub.4, R.sub.1 +R.sub.2 denotes an ethylene bridge.find utility for dyeing paper.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: March 3, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Groll, Dieter Ockelmann
  • Patent number: 4606859
    Abstract: An infra-red absorbing phthalocyanine compound in which each of at least five of the peripheral carbon atoms in the 1, 4, 5, 8, 9, 12, 13 or 16 positions (the "3,6-positions") of the phthalocyanine nucleus, as shown in Formula I, is linked by an atom from Group VB or Group VIB of the Periodic Table, other than oxygen, to a carbon atom of an organic radical. In preferred compounds each of the eight 3,6-positions is linked by an atoms from Group VB or Group VIB, especially sulphur, selenium or nitrogen, to an organic radical.
    Type: Grant
    Filed: March 21, 1985
    Date of Patent: August 19, 1986
    Assignee: Imperial Chemical Industries PLC
    Inventors: Peter J. Duggan, Paul F. Gordon
  • Patent number: RE35145
    Abstract: A phthalocyanine compound of the formula:(R--X--).sub.m Pc(--Y--R.sup.1 --Z--).sub.n (--SO.sub.3 M).sub.p IwhereinPc is a phthalocyanine nucleus (Pc);eachR independently is a monovalent aromatic radical linked to a peripheral carbon atom of the Pc nucleus through X;X selected from S, Se and Te;m is 4 to 16;eachR.sup.1 independently is a divalent aromatic radical linked to two adjacent peripheral carbon atoms of the Pc nucleus through Y and Z;Y is selected from S, NT, Se and Te;Z is selected from S, Se, Te, NT and O;T is selected from H, alkyl and aryl;n is 0 to 7;M is H, a metal or optionally-substituted ammonium;andP is from 1 to 16.The compounds have a significant absorption band in the near infra red and depending on the number of sulphonic acids groups and the nature of the counter ion are soluble in aqueous and polar organic media.
    Type: Grant
    Filed: October 25, 1993
    Date of Patent: January 9, 1996
    Assignee: Zeneca Limited
    Inventors: William Stark, Nigel Hughes, Donald M. Gunn