Patents Represented by Attorney Luther A. R. Hall
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Patent number: 6045974Abstract: The invention relates to photopolymerizable compositions comprising as photoinitiator a borate of the formula I or I' ##STR1## R.sub.1, R.sub.2 and R.sub.3 are, for example and independently of one another, phenyl or another aromatic hydrocarbon, with or without any heteroatoms, which radicals are unsubstituted or are substituted, or the radicals R.sub.1 and R.sub.2 form bridges to produce structures of the formula II, IIa or IIb ##STR2## with the provisos that not more than two of the radicals R.sub.1, R.sub.2 and R.sub.3 are identical and either at least two of the radicals R.sub.1, R.sub.2 and R.sub.3 are aromatic hydrocarbon radicals or phenyl radicals which are substituted in both ortho-positions or at least one radical R.sub.1, R.sub.2 or R.sub.3 is a sterically bulky aryl radical and the remaining radicals of R.sub.1, R.sub.2 and R.sub.3 are aromatic hydrocarbon radicals or are phenyl radicals which are substituted in at least one ortho-position; R.sub.4 is, for example, phenyl or C.sub.1 -C.sub.Type: GrantFiled: February 9, 1999Date of Patent: April 4, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Allan Francis Cunningham, Martin Kunz, Hisatoshi Kura
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Patent number: 6046263Abstract: Products are described which are obtainable by reacting compounds of formula I with compounds of formula IIa or/and IIb and IIIa or/and IIIb and additionally, where appropriate, IV ##STR1## wherein the general symbols are as defined in claim 1, the compound of formula I being, for example, methyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate, the compound of formula IIa being, for example, diethanolamine, the compound of formula IIIa being, for example, methyl oleate, and the compound of formula IV being, for example, sulfur. The cited products can be used as liquid antioxidants in organic materials.Type: GrantFiled: May 19, 1998Date of Patent: April 4, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Michael Rasberger, Samuel Evans, Paul Dubs, Stephan Allenbach
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Patent number: 6040455Abstract: 5-Sulfonyl substituted benzotriazole UV absorbers are prepared from the corresponding 5-chlorobenzotriazole in a two step, but one-pot process where the second step involves the oxidation of the non-isolated 5-thio substituted benzotriazole using sodium tungstate, hydrogen peroxide and formic acid. The 5-sulfonyl substituted benzotriazoles exhibit enhanced absorption in the near-visible range (over 350 nm) thus providing effective protection to substrates in this critical area of the spectrum.Type: GrantFiled: January 21, 1999Date of Patent: March 21, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Mervin G. Wood, William Wiggins, Catherine Blake, Albert Carpenter, Wha Chen
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Patent number: 6028129Abstract: The invention relates to a process for increasing the molecular weight of polycondensates and at the same time stabilizing them, essentially without crosslinking, which comprises heating a polyamide, a polyester, a polycarbonate or a copolymer or blend of these polymers with addition of at least one diepoxide comprising terminal epoxide groups and as a further structural element a tetramethylpiperidine radical located centrally between the epoxide groups to a temperature which is above the melting point of the polymer in the case of crystalline polycondensates or above the glass point in the case of amorphous polycondensates. The invention additionally relates to mixtures comprising the corresponding diepoxides, to their use, and to polycondensates prepared from them.Type: GrantFiled: January 20, 1999Date of Patent: February 22, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Rudolf Pfaendner, Alfred Steinmann, Heinz Herbst, Kurt Hoffmann
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Patent number: 6028131Abstract: The invention relates to compounds of the formula I ##STR1## in which R is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl, --CH.sub.2 --A--R.sub.2 or a group of the formula II, ##STR2## R.sub.1 is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl or a group of the formula (II),R.sub.2 is C.sub.4 -C.sub.18 alkyl, --(CH.sub.2).sub.m --COOR.sub.5 or a group of the formula III, ##STR3## R.sub.3 is hydrogen, C.sub.5 -C.sub.8 cycloalkyl or C.sub.1 -C.sub.12 alkyl,R.sub.4 is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl or a group of the formula II or IV, ##STR4## A is S or SO, E is a direct bond, --CH.sub.2 --, --CH.sub.2 --O-- or --CH.sub.2 --NH--,G is --O-- or --NR.sub.3 --,Y is C.sub.1 -C.sub.18 alkyl, cyclohexyl, phenyl or alpha- or beta-naphthyl,R.sub.5 is C.sub.1 -C.sub.18 alkyl, andm is 1 or 2,with the provisos thateither at least one of the radicals R and R.sub.Type: GrantFiled: April 27, 1998Date of Patent: February 22, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Hans-Rudolf Meier, Gerrit Knobloch
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Patent number: 6025463Abstract: By heating at above the melting point or glass transition point of the polyamide and adding a secondary aromatic amine and a difunctional epoxide it is possible to bring about an increase in the molecular weight and/or viscosity of virgin polyamide and recycled polyamide.Type: GrantFiled: April 22, 1999Date of Patent: February 15, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Rudolf Pfaendner, Heinz Herbst, Kurt Hoffmann
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Patent number: 6022906Abstract: Compounds of the formulae I, II, III and IV ##STR1## wherein Ar for example is a phenyl, biphenyl or benzoylphenyl group, which is unsubstituted or substituted; Ar.sub.1, for example, has the same meanings as Ar; Ar.sub.2 is inter alia phenyl; X may be a direct bond; Y hydrogen, etc.; R.sub.1 and R.sub.2 for example C.sub.1 -C.sub.8 alkyl; R.sub.3 inter alia hydrogen or C.sub.1 -C.sub.12 alkyl; R.sub.4 is inter alia C.sub.1 -C.sub.12 alkyl; or R.sub.3 and R.sub.4 together are C.sub.3 -C.sub.7 alkylene; R.sub.5 is for example C.sub.1 -C.sub.6 alkylene; and Z is a divalent radical; provided that at least one of the radicals Ar, Ar.sub.1, Ar.sub.2, Ar.sub.3, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 or Y is substituted by 1 to 5 SH groups, or provided that Y contains at least one --SS-- group, are photoinitiators for the polymerization of ethylenically unsaturated compounds.Type: GrantFiled: December 1, 1997Date of Patent: February 8, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Masaki Ohwa, Hitoshi Yamoto, Jean-Luc Birbaum, Hiroko Nakashima, Akira Matsumoto, Hidetaka Oka
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Patent number: 6020528Abstract: Compounds of the formula I ##STR1## in which R.sub.1 is C.sub.1 -C.sub.4 alkyl, R.sub.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy and R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 independently of one another are hydrogen, halogen, C.sub.1 -C.sub.20 alkyl, cyclopentyl, cyclohexyl, C.sub.2 -C.sub.12 alkenyl, C.sub.2 -C.sub.18 alkyl which is interrupted by one or more oxygen atoms, or are phenyl-substituted C.sub.1 -C.sub.4 alkyl, or are phenyl which is unsubstituted or is mono- or disubstituted by C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy with the provisos that at least one of the radicals R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 is other than hydrogen and that, if R.sub.1 and R.sub.2 are methyl, R.sub.3 and R.sub.6 are not methyl, and mixtures of such compounds with .alpha.-hydroxy ketones, benzophenones and .alpha.-amino ketones, are suitable as photoinitiators.Type: GrantFiled: February 26, 1997Date of Patent: February 1, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: David George Leppard, Manfred Kohler, Andreas Valet
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Patent number: 6020406Abstract: A synergistic stabilizer mixture comprising a component a) and, for example, a component b), where component a) is at least one compound of the formula I ##STR1## in which R.sub.1 is C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.12 cycloalkyl, phenyl or C.sub.1 -C.sub.10 alkyl-substituted phenyl,R.sub.2 is C.sub.3 -C.sub.10 alkylene,R.sub.3 is hydrogen, C.sub.1 -C.sub.8 alkyl, O.sup..cndot., --CH.sub.2 CN, C.sub.3 -C.sub.6 alkenyl, C.sub.7 -C.sub.9 phenylalkyl, C.sub.7 -C.sub.9 phenylalkyl which is substituted on the phenyl radical by C.sub.1 -C.sub.4 alkyl; or C.sub.1 -C.sub.8 acyl, andn.sub.1 is a number from 1 to 50,and component b) is, for example, a compound of the formula ##STR2## in which n.sub.2 is a number from 2 to 20.Type: GrantFiled: May 27, 1997Date of Patent: February 1, 2000Assignee: Ciba Specialty Chemicals CorporationInventor: Fran.cedilla.ois Gugumus
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Patent number: 6020490Abstract: There is disclosed a simple process for the preparation of hydroxyphenyl-1,3,5,-triazines of formula (1), which comprises reacting 1 mol of a salicyl compound of formula (2) with 2 (mol) of the benzamidine of formula (3). The novel triazines are useful AV absorbers for organic materials, in particular polyester fibre materials.Type: GrantFiled: January 25, 1996Date of Patent: February 1, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Dieter Reinehr, Jean-Pierre Bacher
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Patent number: 6017675Abstract: The invention relates to the use of oximesulfonic acid esters of formula I ##STR1## m is 0 or 1 and x is 1 or 2; R.sub.1 is, for example, substituted phenyl, R.sub.2 has, for example, one of the meanings of R.sub.1 or is unsubstituted phenyl, C.sub.1 -C.sub.6 alkanoyl, unsubstituted or substituted benzoyl, C.sub.2 -C.sub.6 alkoxycarbonyl or phenoxycarbonyl; or R.sub.1 and R.sub.2, if necessary together with the CO group, form a ring, R.sub.3, when x is 1, is, for example, C.sub.1 -C.sub.18 alkyl, phenyl or phenanthryl, the radicals phenyl and phenanthryl being unsubstituted or substituted, or R.sub.3, when x is 2, is, for example, C.sub.2 -C.sub.12 alkylene, phenylene or oxydiphenylene, the radicals phenylene and oxydiphenylene being unsubstituted or substituted, as latent acid donors, especially at wavelengths over 390 nm, and to the use of the compounds in the production of photoresists.Type: GrantFiled: October 28, 1996Date of Patent: January 25, 2000Assignee: Ciba Specialty Chemials CorporationInventors: Kurt Dietliker, Martin Kunz
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Patent number: 6015899Abstract: Products are described which can be obtained by reacting components a), b) and c), where component a) is a compound of the formula I or a mixture of compounds of the formula I, component b) is a compound of the formula II or a mixture of compounds of the formula II and component c) is a compound of the formula III or a mixture of compounds of the formula III, ##STR1## in which the general symbols are as defined in claim 1, the compound of the formula I being, for example, pentaerythritol, thiodiethylene glycol, 1,4-butanediol, 1,4-propanediol, diethylene glycol, triethylene glycol, diethanolamine or glycerol, the compound of the formula II being, for example, sunflower oil or coconut fat, and the compound of the formula III being, for example, methyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate. The abovementioned products can be used as liquid antioxidants in polymers and lubricants.Type: GrantFiled: April 21, 1997Date of Patent: January 18, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Dubs, Roger Martin, Samuel Evans
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Patent number: 6015849Abstract: A synergistic stabilizer mixture comprising a component a) and, for example, a component b), where component a) is at least one compound of the formula I ##STR1## in which R.sub.1 is hydrogen or methyl, R.sub.2 is a direct bond or C.sub.1 -C.sub.10 alkylene, and n.sub.1 is a number from 2 to 50; component b) is at least one compound of the formulae IIa and IIb ##STR2## in which n.sub.2 and n.sub.2 * are a number from 2 to 50.Type: GrantFiled: April 21, 1997Date of Patent: January 18, 2000Assignee: Ciba Specialty Chemicals CorporationInventor: Fran.cedilla.ois Gugumus
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Patent number: 6013704Abstract: There are described compounds of formula A whereinr.sub.1 and r.sub.2 are each independently of the other 0 or 1;Y.sub.1 to Y.sub.9 are each independently of the others --H, --OH, C.sub.1 -C.sub.20 alkyl, C.sub.4 -C.sub.20 cycloalkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.1 -C.sub.20 alkoxy, C.sub.4 -C.sub.12 cycloalkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.7 -C.sub.20 aralkyl, halogen, --C.tbd.N, C.sub.1 -C.sub.5 haloalkyl, --SO.sub.2 R', --SO.sub.3 H, --SO.sub.3 M, wherein M is an alkali metal, --COOR', --CONHR', --CONR'R", --OCOOR', --OCOR', --OCONHR', (meth)acrylamino, (meth)-acryloxy, C.sub.6 -C.sub.12 aryl; C.sub.6 -C.sub.12 aryl substituted by C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy, CN and/or by halogen; C.sub.3 -C.sub.12 heteroaryl; C.sub.3 -C.sub.12 heteroaryl substituted by C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy, CN and/or by halogen; or Q of formula I, and at least one substituent Y.sub.1 to Y.sub.9 must be Q ##STR1## wherein q is 0 or 1,R is a cyclic radical andR.sub.Type: GrantFiled: September 10, 1997Date of Patent: January 11, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Pascal Hayoz, Andreas Valet, Vien Van Toan
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Patent number: 6011180Abstract: Compounds of the formula I ##STR1## in which R.sub.1 is, for example, C.sub.1 -C.sub.20 alkyl or phenyl-C.sub.1 -C.sub.6 alkyl which radicals are unsubstitutedor substituted; R.sub.2, R.sub.3 and R.sub.4 independently of one another are phenyl or biphenyl, which radicals are unsubstituted or substituted; wherein the sum of the Hammett .sigma. constants (.SIGMA..sub..sigma.) of the substitutents on the aromatic radicals R.sub.2, R.sub.3 and R.sub.4 is between +0.36 and +2.58; R.sub.8, R.sub.9, R.sub.14, R.sub.15 and R.sub.16 are, for example, C.sub.1 -C.sub.12 alkyl, phenyl-C.sub.1 -C.sub.6 alkyl or phenyl, and G is a radical which is able to form positive ions. These compounds are suitable as photoinitiators for photopolymerizable compositions which contain acid groups, in the presence of a coinitiator if desired.Type: GrantFiled: November 21, 1996Date of Patent: January 4, 2000Inventors: Allan Francis Cunningham, Martin Kunz, Hisatoshi Kura
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Patent number: 6008306Abstract: Composition of (a) at least one strained cycloolefin and (b) a catalytic quantity of at least one divalent-cationic compound of ruthenium or osmium with a metal atom, to which are bound 1 to 3 tertiary phosphine ligands with, in the case of the ruthenium compounds, sterically exacting substituents, optionally non-photolabile neutral ligands and anions for charge balancing, with the proviso that in ruthenium (trisphenylphosphine)dihalides or hydride-halides the phenyl groups are substituted by C.sub.1 -C.sub.18 alkyl, C.sub.1 -C.sub.18 haloalkyl or C.sub.1 -C.sub.18 alkoxy. The composition is suitable for the production of molded parts of all kinds and of coatings.Type: GrantFiled: May 14, 1997Date of Patent: December 28, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Muhlebach
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Patent number: 6005036Abstract: A composition containing an organic material subject to oxidative, thermal or actinic degradation can be stabilized by an effective amount of at least one polysilane compound of formula I ##STR1## Preferred compounds are where q is zero, p is 2 to 50, m is zero, R.sub.1 is alkyl, phenyl or benzyl, and A and B are independently hydrogen or a group --Si(E).sub.3 where E is alkyl. These compounds can also be copolymeric having a random, alternate or block distribution of individual structural units. These compounds are particularly suitable as process stabilizers.Type: GrantFiled: December 22, 1997Date of Patent: December 21, 1999Assignee: Ciba Specialty Chemical CorporationInventors: Primo Carrozza, Valerio Borzatta, Chryssostomos Chatgilialoglu
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Patent number: 6004724Abstract: New oximsulfonate compounds of the formulae I or II, ##STR1## wherein m is 0 or 1; x is 1 or 2; R.sub.1 is, for example phenyl, which is unsubstituted or substituted or R.sub.1 is a heteroaryl radical that is unsubstituted or substituted, or, if m is 0, R.sub.1 additionally is C.sub.2 -C.sub.6 alkoxycarbonyl, phenoxycarbonyl or CN; R'.sub.1 is for example C.sub.2 -C.sub.12 alkylene, phenylene; R.sub.2 has for example one of the meanings of R.sub.1 ; n is 1 or 2; R.sub.3 is for example C.sub.1 -C.sub.18 alkyl, R'.sub.3 when x is 1, has one of the meanings given for R.sub.3, or R'.sub.3 in the formula IV and when x is 2 in the formula 1, is for example C.sub.2 -C.sub.12 alkylene, phenylene; R.sub.4 and R.sub.5 are independently of each other for example hydrogen, halogen, C.sub.1 -C.sub.6 alkyl; R.sub.6 is for example hydrogen, phenyl; R.sub.7 and R.sub.8 are independently of each other for example hydrogen or C.sub.1 -C.sub.12 -alkyl; R.sub.9 is for example C.sub.1 -C.sub.12 alkyl; A is S, O, NR.sub.Type: GrantFiled: June 25, 1998Date of Patent: December 21, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Hitoshi Yamato, Hartmut Bleier, Jean-Luc Birbaum, Martin Kunz, Kurt Dietliker, Christoph De Leo, Toshikage Asakura
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Patent number: 6001905Abstract: A description is given of compounds of formula 1 ##STR1## and of compounds of formula 2 ##STR2## wherein X, Y and Z and the radicals R.sup.1 and also m and n have the meanings claimed in claim 1.The cited compounds are advantageously used e.g. for stabilizing organic material against the damaging effect of light, oxygen and/or heat.Type: GrantFiled: April 20, 1998Date of Patent: December 14, 1999Assignee: Ciba Specialty Chemicals CorporationInventor: Alfred Steinmann
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Patent number: 5998116Abstract: The invention relates to a color-photographic recording material comprising, on a support, a blue-sensitive, a green-sensitive and/or a red-sensitive silver-halide emulsion layer, a protection layer above the sensitive layers, and, if desired, separation layers between the sensitive layers, where at least one of said layers includes a UV absorber of the formula ##STR1## The stabilizers of the formula (1) or (1a) have good inherent stability and high light absorption; the photographic recording material described has excellent stability of the magenta, cyan and yellow layers.Type: GrantFiled: September 8, 1997Date of Patent: December 7, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Pascal Hayoz, Christophe Bulliard, David George Leppard