EP1135392A2 - Procede de preparation de tetraaza macrocycles pontes transversalement - Google Patents

Procede de preparation de tetraaza macrocycles pontes transversalement

Info

Publication number
EP1135392A2
EP1135392A2 EP99963923A EP99963923A EP1135392A2 EP 1135392 A2 EP1135392 A2 EP 1135392A2 EP 99963923 A EP99963923 A EP 99963923A EP 99963923 A EP99963923 A EP 99963923A EP 1135392 A2 EP1135392 A2 EP 1135392A2
Authority
EP
European Patent Office
Prior art keywords
hgand
tetraaza
macrocychc
formula
mixtures
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
EP99963923A
Other languages
German (de)
English (en)
Inventor
George Douglas Ii Hiler
Christopher Mark Perkins
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=22332328&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP1135392(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP1135392A2 publication Critical patent/EP1135392A2/fr
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
    • C07F13/005—Compounds without a metal-carbon linkage
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • B01J31/1815—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine
    • B01J31/182—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine comprising aliphatic or saturated rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/08—Bridged systems
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/70—Complexes comprising metals of Group VII (VIIB) as the central metal
    • B01J2531/72—Manganese
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/96—Water

Definitions

  • the present invention relates to an improved process for preparing cross-bridged tetraaza macrocycles, said macrocycles suitable as ligands for use m preparing transition metal complexes
  • the present invention provides a process which is well suited for use in industrial and other commercial preparations of the herein described crossed-b ⁇ dged macrocycles.
  • Tetraaza macrocyclics for example, cyclam
  • Tetraaza macrocyclics have been prepared in numerous ways, however, there is a paucity of information relating to the preparation of cross-bridged tetraaza macrocyclics inter aha bis N-substituted tetraaza macrocyclics inter alia 5,12 dialkyl 1,5,8,12- tetraaza-b ⁇ cyclo[6.6.2]hexadecanes which have recently found wide applicability as ligands especially in the area of transition metal catalysts inter alia bleach catalysts.
  • WO 98/39335 Al discloses a rational procedure for preparing cross bridged macropolycychc ligands which is amenable to high yields necessary for industrial scale-up.
  • the reductive ring cleavage step which results in bicyclo bridged-ring formation utilizes a borohyd ⁇ de reducing agent.
  • This type of reducing agent can place constraints on the formulator. For example, the need to break up the amine/borohyd ⁇ de complex du ⁇ ng work-up and the proper recovery and disposal of boron waste products adds cost to the process. Also, if excess borohyd ⁇ de is needed, this requires neutralization which involves the use of acid and the evolution of large quantities of hydrogen gas.
  • a first aspect of the present invention relates to a process for preparing a tetraaza macrocychc hgand having the formula:
  • each R is independently Cj-Cg linear or branched alkyl, -(CH 2 ) x C0 2 M, and mixtures thereof, preferably both of the R units are not methyl; M is hydrogen or a salt forming cation; x is from 1 to 6; each index n is independently from 0 to 3; said process comprising the steps of a) hydrogenat g a tetraaza macrocychc hgand precursor having the formula:
  • X is an anion which provides charge neutrality, with from about 1 ppm of a transition metal hydrogenation catalyst at a pH of at least 8 to form a tetraaza macrocychc hgand; and b) optionally isolating said hgand.
  • the present invention relates to the catalytic hydrogenation of tetraaza macrocycles having the formula: wherein the covalent bond between the N-substituted quaternary ring nitrogen and the bridging carbon is broken and a cross-bridged macrocychc hgand having the formula:
  • each R is independently Cj-C 8 linear or branched alkyl, - (CH 2 ) s C0 2 M, and mixtures thereof, preferably both of the R units are not methyl; more preferably one R unit is methyl and the other R unit is selected from the group consisting of ethyl, propyl, butyl, pentyl, hexyl. and mixtures thereof; of the methyl/alkyl R unit mixtures preferably one R is methyl and the other R is ethyl or propyl.
  • a most preferred hgand consists of a unit wherein one R unit is methyl and the other R unit is ethyl.
  • a preferred gand is a macrocychc ring wherein each R unit is ethyl.
  • M is hydrogen or a salt forming cation, non-limiting examples of which are sodium, potassium, calcium, ammonium.
  • R is -(CH 2 ) x C0 2 M the index x has the value from 1 to about 6. preferably x is 1.
  • the index n defines the size of the macrocychc ring. The index n has the value of from 0 to about 3.
  • a preferred macrocychc ring has one opposite set of n indices equal to 1 and the other set of n indices equal to 0 as in the general formula: wherein R is the same as defined herein above.
  • Preferred ligands according to the present invention comprise R unit pairs which are selected from the group consisting of methyl and ethyl, di ethyl, methyl and propyl, ethyl and propyl, methyl and butyl, ethyl and butyl, and mixtures thereof.
  • the starting materials for the process of the present invention are tetraaza macrocychc hgand precursors, or alternatively, bis-quaternary as tetracycles, having the formula-
  • X is an anion which serves to provide electronic neutrality to the bis-quaternary cis tetracycle.
  • electroactive neutrality refers to "a sufficient amount of an anionic species which satisfies the molecular charge balance requirements" and that a mixture of mono-, di-, tri-. etc. electronic species may be use herein.
  • X preferably has unit negative charge, for example, halogen, tosylate, methylsulfate, ethylsulfate.
  • X may have more than one negative charge, for example, sulfate, in which case the formulator requires only half the amount necessary when using a unit negative-charged anion.
  • Preferred X is chloride, bromide, iodide, sulfate, ethyl sulfate, methyl sulfate, tosylate, mesylate, triflate, and mixtures thereof.
  • Step (a) comprises the reductive cleavage via catalytic hydrogenation as outlined in the following scheme'
  • Step (a) is conducted in the presence of a catalyst, preferably a supported catalyst.
  • a catalyst preferably a supported catalyst.
  • catalysts include platinum on carbon, palladium on carbon (Pd/C), palladium hydroxide on carbon (Pd(OH) 2 /C), rhodium on carbon (Rh/C), Raney nickel, and mixtures thereof.
  • a preferred catalyst is Pd(0H) /C.
  • the supported catalysts may comprise from about 1% to about 50% by weight of transition metal, however, the pure metal, i.e. palladium, can be used without the need for a "support", i.e., carbon.
  • catalytic amount of catalyst is sufficient to provide the reduction of step (a).
  • the term catalytic amount is defined as "from about 1 ppm of a 5% by weight transition metal catalyst".
  • the formulator, due to poisoning of the catalyst surface by reaction products may use more than a catalytic amount of a catalyst.
  • the amount of catalyst used in step (a) of the present invention is preferably from about 10 ppm of a catalyst which contains from about 5% to 50% by weight, of a transition metal, more preferably from about 100 ppm, yet more preferably from about 0.1% by weight, of a transition metal supported catalyst
  • a reaction solution which comprises 0.1% by weight, of a transition metal supported catalyst, said catalyst comprising, for example, 10% by weight of palladium on carbon, has 0.01% transition metal or 100 ppm transition metal present.
  • step (a) of the present invention need only be enough to sufficiently saturate the catalyst surface, preferably the hydrogen pressure is from 200 psi, more preferably from 400 psi, most preferably from 800 psi to about 2000 psi, more preferably to 1000 psi.
  • Step (a) of the present process can be conducted at a temperature of from 20° C, preferably from about 40° C, more preferably from about 60° C to about 100° C, preferably to about 90° C, more preferably to about 80° C, most preferably to about 65° C.
  • the pH under which Step (a) must be conducted is at least 8, preferably at least 10, more preferably at least about 11.
  • the base which is used to adjust the pH is in the form of an aqueous solution.
  • Preferred bases are selected from the group consisting of potassium carbonate, sodium carbonate, sodium hydroxide, potassium hydroxide, and mixtures thereof. As a non-limiting example, it is satisfactory to use a sufficient amount of 1 M (molar) aqueous base to adjust the pH to the required level.
  • a convenient and preferred base is potassium carbonate.
  • Step (a) can be conducted in the presence of a solvent other than water, or m the absence of water.
  • a mixture of a suitable solvent and water is a suitable means for conducting the hydrogenation process of the present invention.
  • water is absent, sufficient base must be present to stabilize the transition state of the reactants and products during hydrogenation.
  • solvents include methanol, ethanol, n- propanol, isopropanol, N.N-dimethyl formamide, n-butanol. iso-butanol, tert-butanol, and mixtures thereof; preferred solvents are selected from the group consisting of ethanol, n- propanol, N,N-d ⁇ methyl formamide, and mixtures thereof.
  • the ratio of said volume of an aqueous base, to said solvent is from about 1 : 10 to about 1 : 1, preferably the ratio of the volume of aqueous base to solvent is 1 :4. It is desirable, but not a requirement, that the aqueous base and solvent form a two phase system.
  • Step (b) is an isolation step.
  • this step involves filtration of the reaction solution to remove the catalyst.
  • this step may comprise a neutralization step, however, the product can be isolated or removed from the reaction matrix in any manner which the formulator desires.
  • the reaction solution containing the cross- bridged hgand is filtered to remove the catalyst to form a crude filtrate.
  • This crude filtrate can be neutralized or the tetraaza macrocychc hgand can be isolated by extraction or crystallization directly from the preferably aqueous solution.
  • Steps (a) and (b) and any optional extensions thereto may be suitably adapted for either batch processes or continuous processes, for example, continuous flow processes.
  • the process of the present invention may comp ⁇ se other optional steps as deemed necessary and/or desirable by the formulator. These optional steps may include but are not limited to, pre-saturation of the catalyst with hydrogen, drawing a vacuum on the system, and recovery of the catalyst and solvents.
  • the ligands formed by the process of the present invention are converted into manganese containing transition metal catalysts in a subsequent, however optional, process step
  • the bleach catalysts comprise a central manganese atom and a cross-branched hgand formed by the process of the present invention.
  • the final bleach catalyst may comprise one or more other compatible ligands inter aha chlorine atom.
  • the preferred catalysts are suitable as bleaching agents.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Catalysts (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

La présente invention concerne un procédé de préparation d'un ligand tétraaza macrocyclique de formule (I) dans laquelle chaque R est, de manière indépendante, un alkyle linéaire C1-C8 ou un alkyle ramifié (CH2)xCO2M, et des mélanges de ce ligand, pourvu que les deux R ne soient pas des groupes méthyle, M est un hydrogène ou un cation formant un sel, x prend les valeurs de 1 à 6, chaque indice n prend, de manière indépendante, les valeurs de 1 à 3. Ce procédé consiste à mettre en contact un précurseur tétracyclique cis di-quaternaire avec de l'hydrogène en présence d'un catalyseur au palladium dans une solution aqueuse de pH au moins égal à environ 10 et à une température comprise entre environ 40 °C et environ 100°C.
EP99963923A 1998-11-30 1999-11-18 Procede de preparation de tetraaza macrocycles pontes transversalement Ceased EP1135392A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US11030998P 1998-11-30 1998-11-30
US110309P 1998-11-30
PCT/US1999/027316 WO2000032601A2 (fr) 1998-11-30 1999-11-18 Procede de preparation de tetraaza macrocycles pontes transversalement

Publications (1)

Publication Number Publication Date
EP1135392A2 true EP1135392A2 (fr) 2001-09-26

Family

ID=22332328

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99963923A Ceased EP1135392A2 (fr) 1998-11-30 1999-11-18 Procede de preparation de tetraaza macrocycles pontes transversalement

Country Status (5)

Country Link
EP (1) EP1135392A2 (fr)
JP (1) JP2002531457A (fr)
AU (1) AU2026100A (fr)
CA (1) CA2348893A1 (fr)
WO (1) WO2000032601A2 (fr)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004509924A (ja) * 2000-09-25 2004-04-02 ザ、プロクター、エンド、ギャンブル、カンパニー Ｍｒｉ画像増強組成物
FR2830253B1 (fr) 2001-09-28 2005-02-04 Air Liquide Nouveau procede de preparation de macrocycles azotes c-fonctionnalises et nouveaux intermediaires obtenus
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ES2361838T3 (es) 2003-12-03 2011-06-22 Danisco Us Inc. Perhidrolasa.
US20050181969A1 (en) 2004-02-13 2005-08-18 Mort Paul R.Iii Active containing delivery particle
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RU2426774C2 (ru) 2005-09-27 2011-08-20 Дзе Проктер Энд Гэмбл Компани Чистящая и моющая композиция и способы её получения и применения
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US20110281327A1 (en) 2010-04-15 2011-11-17 Danisco Us Inc. Compositions And Methods Comprising Variant Proteases
WO2011133306A1 (fr) 2010-04-19 2011-10-27 The Procter & Gamble Company Composition de détergent
US9993793B2 (en) 2010-04-28 2018-06-12 The Procter & Gamble Company Delivery particles
US9186642B2 (en) 2010-04-28 2015-11-17 The Procter & Gamble Company Delivery particle
CN108410585A (zh) 2010-05-06 2018-08-17 宝洁公司 具有蛋白酶变体的消费品
US8262743B2 (en) 2010-05-18 2012-09-11 Milliken & Company Optical brighteners and compositions comprising the same
JP5698348B2 (ja) 2010-05-18 2015-04-08 ミリケン・アンド・カンパニーＭｉｌｌｉｋｅｎ ＆ Ｃｏｍｐａｎｙ 蛍光増白剤およびそれを含む組成物
EP2576751A1 (fr) 2010-05-26 2013-04-10 The Procter and Gamble Company Agents encapsulés
US8476216B2 (en) 2010-05-28 2013-07-02 Milliken & Company Colored speckles having delayed release properties
WO2011150157A2 (fr) 2010-05-28 2011-12-01 Danisco Us Inc. Compositions de détergent contenant une lipase de streptomyces griseus et leurs procédés d'utilisation
EP2585568A1 (fr) 2010-06-22 2013-05-01 The Procter and Gamble Company Systèmes de parfum
HUE032069T2 (en) 2010-06-22 2017-10-30 Procter & Gamble Fragrance systems
EP3301167B1 (fr) 2010-06-30 2019-10-30 The Procter & Gamble Company Compositions contenant de l'aminosilicone ajoutées au rinçage et leurs procédés d'utilisation
EP2596093B1 (fr) 2010-07-20 2017-12-13 The Procter and Gamble Company Particules pour administration dotées d'une pluralité de coeurs
EP2596092B2 (fr) 2010-07-20 2020-04-01 The Procter and Gamble Company Particules dotées d'une pluralité de revêtements
BR112013004895B1 (pt) 2010-09-20 2021-07-06 Wacker Chemie Ag composição para tratamento de tecidos e método para proporcionar repelência a manchas para um produto têxtil
CN103097464A (zh) 2010-09-20 2013-05-08 宝洁公司 非含氟聚合物表面保护组合物
CA2810534C (fr) 2010-09-20 2017-04-18 The Procter & Gamble Company Composition de protection des surfaces exempte de polymere fluore
WO2012057781A1 (fr) 2010-10-29 2012-05-03 The Procter & Gamble Company Compositions de nettoyage et/ou de traitement comprenant une sérine protéase fongique
WO2011026154A2 (fr) 2010-10-29 2011-03-03 The Procter & Gamble Company Compositions de nettoyage et/ou de traitement
US8715368B2 (en) 2010-11-12 2014-05-06 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same
ES2436268T3 (es) 2010-12-21 2013-12-30 Procter & Gamble International Operations Sa Encapsulados
WO2012116021A1 (fr) 2011-02-25 2012-08-30 Milliken & Company Capsules et compositions comprenant celles-ci
CN103458859A (zh) 2011-04-07 2013-12-18 宝洁公司 具有增强的聚丙烯酸酯微胶囊的沉积的个人清洁组合物
WO2012138696A2 (fr) 2011-04-07 2012-10-11 The Procter & Gamble Company Compositions de shampooing à dépôt accru de microcapsules de polyacrylate
MX2013010981A (es) 2011-04-07 2013-10-30 Procter & Gamble Composiciones acondicionadoras con deposito mejorado de microcapsulas de poliacrilato.
WO2012142087A1 (fr) 2011-04-12 2012-10-18 The Procter & Gamble Company Catalyseurs de blanchiment métalliques
EP2702072A1 (fr) 2011-04-29 2014-03-05 Danisco US Inc. Compositions détergentes contenant mannanase dérivée de bacillus agaradhaerens et leurs procédés d'utilisation
EP2712363A1 (fr) 2011-04-29 2014-04-02 Danisco US Inc. Compositions détergentes contenant une mannanase de geobacillus tepidamans et leurs procédés d'utilisation
AR086216A1 (es) 2011-04-29 2013-11-27 Danisco Us Inc Composiciones detergentes que contienen mananasa de bacillus sp. y sus metodos de uso
JP5933688B2 (ja) 2011-05-05 2016-06-15 ザ プロクター アンド ギャンブル カンパニー セリンプロテアーゼ変異体を含む組成物及び方法
CN103764823B (zh) 2011-05-05 2018-05-11 丹尼斯科美国公司 包含丝氨酸蛋白酶变体的组合物和方法
US20140371435A9 (en) 2011-06-03 2014-12-18 Eduardo Torres Laundry Care Compositions Containing Thiophene Azo Dyes
EP2537918A1 (fr) 2011-06-20 2012-12-26 The Procter & Gamble Company Produits de consommation avec particules enrobées comprenant une lipase
CN103608444B (zh) 2011-06-23 2015-11-25 宝洁公司 香料体系
CA2842348C (fr) 2011-08-10 2016-06-14 The Procter & Gamble Company Produits encapsules
EP2751263A1 (fr) 2011-08-31 2014-07-09 Danisco US Inc. Compositions et procédés comprenant un variant d'enzyme lipolytique
BR112014005193A2 (pt) 2011-09-13 2017-03-21 Procter & Gamble encapsulados
EP2581438A1 (fr) 2011-10-12 2013-04-17 The Procter and Gamble Company Composition de détergent
CN104024407A (zh) 2011-12-22 2014-09-03 丹尼斯科美国公司 包含脂解酶变体的组合物和方法
CN104066828B (zh) 2012-01-18 2017-06-06 宝洁公司 香料体系
EP4570895A3 (fr) 2012-02-03 2026-01-14 Novozymes A/S Variantes de la lipase et polynucléotides les codant
DK2623586T3 (da) 2012-02-03 2017-11-13 Procter & Gamble Sammensætninger og fremgangsmåder til overfladebehandling med lipaser
JP6203812B2 (ja) 2012-03-19 2017-09-27 ミリケン・アンド・カンパニーＭｉｌｌｉｋｅｎ ＆ Ｃｏｍｐａｎｙ カルボキシレート染料
ES2577868T3 (es) 2012-03-26 2016-07-19 The Procter & Gamble Company Composiciones limpiadoras que comprenden tensioactivos de amina susceptibles de modificación con el pH
US9909109B2 (en) 2012-04-02 2018-03-06 Novozymes A/S Lipase variants and polynucleotides encoding same
MX2014013727A (es) 2012-05-16 2015-02-10 Novozymes As Composiciones que comprenden lipasa y metodos de utilizacion de estas.
EP2674475A1 (fr) 2012-06-11 2013-12-18 The Procter & Gamble Company Composition détergente
US9796952B2 (en) 2012-09-25 2017-10-24 The Procter & Gamble Company Laundry care compositions with thiazolium dye
EP2712915A1 (fr) 2012-10-01 2014-04-02 The Procter and Gamble Company Procédés de traitement d'une surface et compositions pour utilisation dudit procédé
CA2885774C (fr) 2012-10-04 2019-04-02 Ecolab Usa Inc. Technologie de pretrempage pour blanchissage et autre nettoyage de surfaces dures
AU2013328953A1 (en) 2012-10-12 2015-03-26 Danisco Us Inc. Compositions and methods comprising a lipolytic enzyme variant
WO2014066309A1 (fr) 2012-10-24 2014-05-01 The Procter & Gamble Company Compositions anti-mousse contenant des polyorganosiliciums partiellement porteurs de groupes phényle
WO2014066308A1 (fr) 2012-10-24 2014-05-01 The Procter & Gamble Company Compositions anti-mousse contenant des polyorganosiliciums porteurs de groupes aryle
AU2013337255A1 (en) 2012-11-05 2015-04-02 Danisco Us Inc. Compositions and methods comprising thermolysin protease variants
US20150344858A1 (en) 2012-12-19 2015-12-03 Danisco Us Inc. Novel mannanase, compositions and methods of use thereof
CA2902279C (fr) 2013-03-05 2019-05-28 The Procter & Gamble Company Compositions melangees d'amine de sucre ou de surfactant d'amide de sucre
MX360759B (es) 2013-03-21 2018-11-15 Novozymes As Polipeptidos con actividades lipasa y polinucleotidos que los codifican.
RU2020101263A (ru) 2013-05-14 2020-02-17 Новозимс А/С Моющие композиции
US20140338134A1 (en) 2013-05-20 2014-11-20 The Procter & Gamble Company Encapsulates
EP2806018A1 (fr) 2013-05-20 2014-11-26 The Procter & Gamble Company Produits encapsulés
EP2808372A1 (fr) 2013-05-28 2014-12-03 The Procter and Gamble Company Compositions de traitement de surface comprenant des colorants photochromes
US20160160202A1 (en) 2013-05-29 2016-06-09 Danisco Us Inc. Novel metalloproteases
WO2014194054A1 (fr) 2013-05-29 2014-12-04 Danisco Us Inc. Métalloprotéases inédites
WO2014194117A2 (fr) 2013-05-29 2014-12-04 Danisco Us Inc. Métalloprotéases inédites
EP4159854A1 (fr) 2013-05-29 2023-04-05 Danisco US Inc Nouvelles métalloprotéases
CN105339492A (zh) 2013-07-09 2016-02-17 诺维信公司 具有脂肪酶活性的多肽和编码它们的多核苷酸
EP3022299B1 (fr) 2013-07-19 2020-03-18 Danisco US Inc. Compositions et méthodes comprenant un variant d'enzyme lipolytique
JP6678108B2 (ja) 2013-09-12 2020-04-08 ダニスコ・ユーエス・インク Ｌｇ１２−系統群プロテアーゼ変異体を含む組成物及び方法
WO2015042086A1 (fr) 2013-09-18 2015-03-26 The Procter & Gamble Company Composition d'entretien du linge comprenant un colorant carboxylate
US9834682B2 (en) 2013-09-18 2017-12-05 Milliken & Company Laundry care composition comprising carboxylate dye
EP3047010B1 (fr) 2013-09-18 2018-05-09 The Procter and Gamble Company Compositions d'entretien du linge contenant des colorants à base de thiophène azo carboxylate
CA2921433A1 (fr) 2013-09-18 2015-03-26 The Procter & Gamble Company Composition d'entretien du linge comprenant un colorant carboxylate
WO2015089447A1 (fr) 2013-12-13 2015-06-18 Danisco Us Inc. Sérines protéases du clade du bacillus gibsonii
EP3514230B1 (fr) 2013-12-13 2021-09-22 Danisco US Inc. Sérines protéases de l'espèce bacillus
EP3097175B1 (fr) 2014-01-22 2018-10-17 The Procter and Gamble Company Composition de traitement de textile
WO2015112340A1 (fr) 2014-01-22 2015-07-30 The Procter & Gamble Company Procédé de traitement de surfaces textiles
WO2015112339A1 (fr) 2014-01-22 2015-07-30 The Procter & Gamble Company Composition de traitement de textile
EP3097172A1 (fr) 2014-01-22 2016-11-30 The Procter & Gamble Company Procédé de traitement de surfaces textiles
US10155935B2 (en) 2014-03-12 2018-12-18 Novozymes A/S Polypeptides with lipase activity and polynucleotides encoding same
JP6585698B2 (ja) 2014-03-21 2019-10-02 ダニスコ・ユーエス・インク バチルス（Ｂａｃｉｌｌｕｓ）種のセリンプロテアーゼ
US10030215B2 (en) 2014-04-15 2018-07-24 Novozymes A/S Polypeptides with lipase activity and polynucleotides encoding same
US11530374B2 (en) 2014-05-06 2022-12-20 Milliken & Company Laundry care compositions
AR100605A1 (es) 2014-05-27 2016-10-19 Novozymes As Métodos para la producción de lipasas
CN106459939A (zh) 2014-05-27 2017-02-22 诺维信公司 脂肪酶变体以及编码它们的多核苷酸
US20160092661A1 (en) 2014-09-26 2016-03-31 The Procter & Gamble Company Method of making perfumed goods
EP3207129B1 (fr) 2014-10-17 2019-11-20 Danisco US Inc. Sérines protéases de l'espèce bacillus
EP3957729A1 (fr) 2014-10-27 2022-02-23 Danisco US Inc. Protéases de sérine
WO2016069552A1 (fr) 2014-10-27 2016-05-06 Danisco Us Inc. Sérines protéases
EP3212781B1 (fr) 2014-10-27 2019-09-18 Danisco US Inc. Sérine-protéases
WO2016069544A1 (fr) 2014-10-27 2016-05-06 Danisco Us Inc. Sérines protéases
US20180010074A1 (en) 2014-10-27 2018-01-11 Danisco Us Inc. Serine proteases of bacillus species
MX2017006377A (es) 2014-11-17 2017-08-21 Procter & Gamble Composiciones de suministro de agentes beneficos.
EP3227442B1 (fr) 2014-12-05 2022-02-16 Novozymes A/S Variantes de la lipase et polynucléotides les codant
US20160230124A1 (en) 2015-02-10 2016-08-11 The Procter & Gamble Company Liquid laundry cleaning composition
US20180216090A1 (en) 2015-03-12 2018-08-02 Danisco Us Inc. Compositions and methods comprising lg12-clade protease variants
US20160319227A1 (en) 2015-04-29 2016-11-03 The Procter & Gamble Company Method of treating a fabric
JP2018521149A (ja) 2015-04-29 2018-08-02 ザ プロクター アンド ギャンブル カンパニー 洗剤組成物
CN107532116B (zh) 2015-04-29 2021-05-07 宝洁公司 处理织物的方法
DK3088505T3 (da) 2015-04-29 2020-08-03 Procter & Gamble Fremgangsmåde til behandling af et tekstilstof
WO2016176280A1 (fr) 2015-04-29 2016-11-03 The Procter & Gamble Company Procédé de traitement d'un tissu
EP3292173B1 (fr) 2015-05-04 2025-03-26 Milliken & Company Leuco-colorants à base de triphénylméthane utilisés en tant qu'agents d'azurage dans des compositions d'entretien du linge
EP3294884B1 (fr) 2015-05-13 2021-01-27 Danisco US Inc. Variants de protéase aprl-clade et leurs utilisations
EP3298121B1 (fr) 2015-05-19 2019-03-20 Novozymes A/S Réduction d'odeur
CN108012543B (zh) 2015-06-16 2022-01-04 诺维信公司 具有脂肪酶活性的多肽和编码它们的多核苷酸
EP4234693A3 (fr) 2015-06-17 2023-11-01 Danisco US Inc Protéases à sérines du clade du bacillus gibsonii
WO2016205008A1 (fr) 2015-06-19 2016-12-22 The Procter & Gamble Company Procédé implémenté par ordinateur de fabrication d'articles parfumés
EP3317407B1 (fr) 2015-07-01 2021-05-19 Novozymes A/S Procédés de réduction d'odeur
WO2017005816A1 (fr) 2015-07-06 2017-01-12 Novozymes A/S Variants de lipase et polynucléotides codant pour ces derniers
US9976035B2 (en) 2015-10-13 2018-05-22 Milliken & Company Whitening agents for cellulosic substrates
US9902923B2 (en) 2015-10-13 2018-02-27 The Procter & Gamble Company Polyglycerol dye whitening agents for cellulosic substrates
US9777250B2 (en) 2015-10-13 2017-10-03 Milliken & Company Whitening agents for cellulosic substrates
US10155868B2 (en) 2015-10-13 2018-12-18 Milliken & Company Whitening agents for cellulosic substrates
US10597614B2 (en) 2015-10-13 2020-03-24 The Procter & Gamble Company Whitening agents for cellulosic substrates
US9745544B2 (en) 2015-10-13 2017-08-29 The Procter & Gamble Company Whitening agents for cellulosic substrates
WO2017079751A1 (fr) 2015-11-05 2017-05-11 Danisco Us Inc Mannanases de paenibacillus sp.
WO2017079756A1 (fr) 2015-11-05 2017-05-11 Danisco Us Inc Mannanases de paenibacillus et bacillus spp.
MX2018006475A (es) 2015-11-26 2018-09-28 Procter & Gamble Composiciones detergentes liquidas que comprenden proteasa y lipasa encapsulada.
US10870838B2 (en) 2015-12-01 2020-12-22 Novozymes A/S Methods for producing lipases
US10308900B2 (en) 2015-12-22 2019-06-04 Milliken & Company Occult particles for use in granular laundry care compositions
CN119033604A (zh) 2016-03-24 2024-11-29 宝洁公司 包含恶臭减少组合物的毛发护理组合物
CA3022875A1 (fr) 2016-05-03 2017-11-09 Danisco Us Inc Variants de protease et leurs utilisations
BR112018072586A2 (pt) 2016-05-05 2019-02-19 Danisco Us Inc variantes de protease e usos das mesmas
US11661567B2 (en) 2016-05-31 2023-05-30 Danisco Us Inc. Protease variants and uses thereof
MX2018015559A (es) 2016-06-17 2019-06-06 Danisco Us Inc Variantes de proteasa y sus usos.
WO2018015295A1 (fr) 2016-07-18 2018-01-25 Novozymes A/S Variantes de lipase, polynucléotides les codant et leur utilisation
US20180119056A1 (en) 2016-11-03 2018-05-03 Milliken & Company Leuco Triphenylmethane Colorants As Bluing Agents in Laundry Care Compositions
US10577571B2 (en) 2016-11-08 2020-03-03 Ecolab Usa Inc. Non-aqueous cleaner for vegetable oil soils
EP4424805A3 (fr) 2016-12-21 2024-11-20 Danisco Us Inc Sérine protéases du clade de bacillus gibsonii
US20200392477A1 (en) 2016-12-21 2020-12-17 Danisco Us Inc. Protease variants and uses thereof
WO2018169750A1 (fr) 2017-03-15 2018-09-20 Danisco Us Inc Sérine protéases de type trypsine et leurs utilisations
CN120005686A (zh) 2017-05-05 2025-05-16 诺维信公司 包含脂肪酶和亚硫酸根的组合物
EP4567094A3 (fr) 2017-09-27 2026-01-07 Novozymes A/S Variants de lipase et compositions de microcapsules comprenant de tels variants de lipase
WO2019074990A1 (fr) 2017-10-10 2019-04-18 The Procter & Gamble Company Composition de shampooing compacte
WO2019108599A1 (fr) 2017-11-29 2019-06-06 Danisco Us Inc Variants de subtilisine à stabilité améliorée
EP3720954A1 (fr) 2017-12-04 2020-10-14 Novozymes A/S Variants de lipases et polynucléotides codant pour ces derniers
US11326153B2 (en) 2017-12-08 2022-05-10 Novozymes A/S Alpha-amylase variants and polynucleotides encoding same
US10792384B2 (en) 2017-12-15 2020-10-06 The Procter & Gamble Company Rolled fibrous structures comprising encapsulated malodor reduction compositions
US20210123033A1 (en) 2018-02-08 2021-04-29 Novozymes A/S Lipases, Lipase Variants and Compositions Thereof
WO2019154955A1 (fr) 2018-02-08 2019-08-15 Novozymes A/S Variants de lipase et compositions en comprenant
EP3799601A1 (fr) 2018-06-19 2021-04-07 Danisco US Inc. Variants de subtilisine
WO2019245704A1 (fr) 2018-06-19 2019-12-26 Danisco Us Inc Variantes de subtilisine
US20240279627A1 (en) 2018-08-30 2024-08-22 Danisco Us Inc Compositions comprising a lipolytic enzyme variant and methods of use thereof
WO2020068486A1 (fr) 2018-09-27 2020-04-02 Danisco Us Inc Compositions pour nettoyage d'instrument médical
US11732218B2 (en) 2018-10-18 2023-08-22 Milliken & Company Polyethyleneimine compounds containing N-halamine and derivatives thereof
US20200123319A1 (en) 2018-10-18 2020-04-23 Milliken & Company Polyethyleneimine compounds containing n-halamine and derivatives thereof
US11299591B2 (en) 2018-10-18 2022-04-12 Milliken & Company Polyethyleneimine compounds containing N-halamine and derivatives thereof
US11518963B2 (en) 2018-10-18 2022-12-06 Milliken & Company Polyethyleneimine compounds containing N-halamine and derivatives thereof
US20200123475A1 (en) 2018-10-18 2020-04-23 Milliken & Company Polyethyleneimine compounds containing n-halamine and derivatives thereof
US11466122B2 (en) 2018-10-18 2022-10-11 Milliken & Company Polyethyleneimine compounds containing N-halamine and derivatives thereof
US20200123472A1 (en) 2018-10-18 2020-04-23 Milliken & Company Polyethyleneimine compounds containing n-halamine and derivatives thereof
US12509672B2 (en) 2018-11-28 2025-12-30 Danisco Us Inc. Subtilisin variants having improved stability
CN114174504A (zh) 2019-05-24 2022-03-11 丹尼斯科美国公司 枯草杆菌蛋白酶变体和使用方法
EP3994255A1 (fr) 2019-07-02 2022-05-11 Novozymes A/S Variants de lipase et compositions de ceux-ci
US11873465B2 (en) 2019-08-14 2024-01-16 Ecolab Usa Inc. Methods of cleaning and soil release of highly oil absorbing substrates employing optimized extended chain nonionic surfactants
WO2021037878A1 (fr) 2019-08-27 2021-03-04 Novozymes A/S Composition comprenant une lipase
CN114746153A (zh) 2019-12-06 2022-07-12 宝洁公司 具有增强头皮活性物质沉积的不含硫酸盐的组合物
EP4090727A1 (fr) 2020-01-13 2022-11-23 Danisco US Inc. Compositions comprenant un variant d'enzyme lipolytique et leurs procédés d'utilisation
WO2021173203A1 (fr) 2020-02-27 2021-09-02 The Procter & Gamble Company Compositions antipelliculaires contenant du soufre ayant une efficacité et une esthétique améliorées
US12195703B2 (en) 2020-03-02 2025-01-14 Milliken & Company Composition comprising hueing agent
US11718814B2 (en) 2020-03-02 2023-08-08 Milliken & Company Composition comprising hueing agent
US12031113B2 (en) 2020-03-02 2024-07-09 Milliken & Company Composition comprising hueing agent
CA3185062A1 (fr) 2020-07-06 2022-01-13 Gang Pu Compositions d'alcool/eau mixtes moussantes comprenant un siloxane alcoxyle structure
CN116075583A (zh) 2020-07-06 2023-05-05 埃科莱布美国股份有限公司 包含烷基硅氧烷和水溶助剂/增溶剂的组合的发泡混合醇/水组合物
WO2022010906A1 (fr) 2020-07-06 2022-01-13 Ecolab Usa Inc. Compositions à base d'huile de ricin modifiée par peg pour la microémulsification et l'élimination de multiples salissures grasses
WO2022082189A1 (fr) 2020-10-16 2022-04-21 The Procter & Gamble Company Compositions de produits de consommation comprenant une population de produits encapsulés
CN116323892A (zh) 2020-10-16 2023-06-23 宝洁公司 具有至少两个包封物群体的消费产品组合物
US12486478B2 (en) 2020-10-16 2025-12-02 The Procter & Gamble Company Consumer products comprising delivery particles with high core:wall ratios
US20240035005A1 (en) 2020-10-29 2024-02-01 Novozymes A/S Lipase variants and compositions comprising such lipase variants
CN116670261A (zh) 2020-11-13 2023-08-29 诺维信公司 包含脂肪酶的洗涤剂组合物
WO2022109094A1 (fr) 2020-11-23 2022-05-27 The Procter & Gamble Company Compositions de soins personnels exemptes de tensioactifs sulfatés
JP7768985B2 (ja) 2020-12-04 2025-11-12 ザ プロクター アンド ギャンブル カンパニー 悪臭低減物質を含むヘアケア組成物
WO2022197295A1 (fr) 2021-03-17 2022-09-22 Milliken & Company Colorants polymères à tachage réduit
US11771635B2 (en) 2021-05-14 2023-10-03 The Procter & Gamble Company Shampoo composition
US11986543B2 (en) 2021-06-01 2024-05-21 The Procter & Gamble Company Rinse-off compositions with a surfactant system that is substantially free of sulfate-based surfactants
JP7739435B2 (ja) 2021-08-10 2025-09-16 株式会社日本触媒 ポリアルキレンオキシド含有化合物
CN117957318A (zh) 2021-09-13 2024-04-30 丹尼斯科美国公司 含有生物活性物质的颗粒
MX2024005346A (es) 2021-12-09 2024-05-20 Procter & Gamble Composicion de limpieza personal libre de sulfato que comprende conservacion efectiva.
EP4448750A2 (fr) 2021-12-16 2024-10-23 Danisco US Inc. Variants de subtilisine et procédés d'utilisation
CN118679252A (zh) 2021-12-16 2024-09-20 丹尼斯科美国公司 枯草杆菌蛋白酶变体和使用方法
US20250051748A1 (en) 2021-12-16 2025-02-13 Danisco Us Inc. Subtilisin variants and methods of use
CN118871559A (zh) 2021-12-21 2024-10-29 诺维信公司 包含脂肪酶和加强剂的组合物
CN119522274A (zh) 2022-06-24 2025-02-25 诺维信公司 脂肪酶变体和包含这样的脂肪酶变体的组合物
US20240026248A1 (en) 2022-07-20 2024-01-25 Ecolab Usa Inc. Novel nonionic extended surfactants, compositions and methods of use thereof
WO2024050339A1 (fr) 2022-09-02 2024-03-07 Danisco Us Inc. Variants de mannanases et procédés d'utilisation
CA3265943A1 (fr) 2022-09-02 2024-03-07 Danisco Us Inc. Compositions détergentes et procédés associés
EP4581138A1 (fr) 2022-09-02 2025-07-09 Danisco US Inc. Variants de subtilisine et procédés associés
EP4615968A1 (fr) 2022-11-09 2025-09-17 Danisco US Inc. Variants de subtilisine et procédés d'utilisation
CN120225643A (zh) 2022-12-05 2025-06-27 诺维信公司 包含脂肪酶和肽的组合物
EP4658776A1 (fr) 2023-02-01 2025-12-10 Danisco US Inc. Variants de subtilisine et procédés d'utilisation
CN120712348A (zh) 2023-03-06 2025-09-26 丹尼斯科美国公司 枯草杆菌蛋白酶变体和使用方法
WO2025085351A1 (fr) 2023-10-20 2025-04-24 Danisco Us Inc. Variants de subtilisine et procédés d'utilisation
WO2025133314A1 (fr) 2023-12-21 2025-06-26 Heubach Holding Switzerland Ag (Ltd) Colorants polymères à biodégradabilité améliorée contenant des acides polycarboxyliques, des acides aminés, des polyaminoacides et/ou des blocs de construction peptidiques
EP4617327A1 (fr) 2024-03-13 2025-09-17 Heubach Holding Switzerland AG (Ltd) Colorants polymeres a biodegradabilite amelioree contenant des éléments de base saccharides ou polysaccharides
WO2026024921A1 (fr) 2024-07-25 2026-01-29 The Procter & Gamble Company Composition détergente comprenant un variant de subtilisine et procédés d'utilisation
WO2026050315A1 (fr) 2024-08-29 2026-03-05 Danisco Us Inc. Variants de subtilisine et procédés d'utilisation

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU6226198A (en) * 1997-03-07 1998-09-22 Procter & Gamble Company, The Improved methods of making cross-bridged macropolycycles
ZA981883B (en) * 1997-03-07 1998-09-01 Univ Kansas Catalysts and methods for catalytic oxidation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0032601A3 *

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AU2026100A (en) 2000-06-19
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WO2000032601A3 (fr) 2000-10-05
CA2348893A1 (fr) 2000-06-08

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