Patents by Inventor Olaf Klobes
Olaf Klobes has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 11851531Abstract: An aliphatic epoxy-terminated polysulfide polymer has the formula R?—CHOH—CH2-S—R—(Sy-R)t-S—CH2-CHOH—R? and is formed by a process, where each R is independently chosen from branched alkanediyl or branched arenediyl groups and groups with the structure —(CH2)a-O—(CH2)b-O—(CH2)c- and about 0 to about 20% of the number of R-groups are branched alkanediyl or branched arenediyl groups and about 80 to about 100% of the number of R-groups have the structure —(CH2)a-O—(CH2)b-O—(CH2)c-, where t is from about 1 to about 60, y is an average value of from about 1.0 to about 2.5, b is an integer value of from about 1 to about 8, and a and c are independently integers from about 1 to about 10, and where each R? is independently a particular radical where, m, n, o, p, q and r independently have a value of from about 1 to about 10.Type: GrantFiled: May 18, 2021Date of Patent: December 26, 2023Assignee: NOURYON CHEMICALS INTERNATIONAL B.V.Inventors: Christian Probst, Olaf Klobes, Volker Burkhardt
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Publication number: 20230303774Abstract: The present disclosure relates to the production of bis-thiol compounds, preferably DMDH/DMDH oligomer mixtures, and their use in the production of liquid polysulfide polymersType: ApplicationFiled: March 10, 2023Publication date: September 28, 2023Applicant: NOURYON CHEMICALS INTERNATIONAL B.V.Inventors: Daniela LUNGU, Manfred MENZEL, Olaf KLOBES
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Patent number: 11396583Abstract: Process for the production of a liquid mercapto-terminated polythioethersulfide comprising the step of reacting, at a temperature in the range 0-100° C. and in the presence of a catalyst: at least one compound selected from the group consisting of (i) dimercapto-dioxa-alkanes (DMDAs) and (ii) glycol di(mercapto carboxylic acid ester)s (GDMEs), at least one dimercapto-dialkyl sulfide (DMDS) at least one di-epoxide, and optionally at least one branching agent selected from compounds having at least three terminal groups selected from epoxy and mercapto groups, wherein the molar ratio (DMDA+GDME)/DMDS is in the range 1.1-4.0.Type: GrantFiled: December 4, 2018Date of Patent: July 26, 2022Assignee: NOURYON CHEMICALS INTERNATIONAL B.V.Inventors: Christian Probst, Volker Burkhardt, Olaf Klobes
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Publication number: 20220184630Abstract: The disclosure is directed to a sulfidizing agent obtainable by mixing MySx and ZSH in a weight ratio of from about 90:10 to about 10:90, wherein M is chosen from Li+, Na+, K+, Rb+, Cs+, NH4+, Mg2+ and Ca2+, y is about 1 or about 2, x is from about 1.1 to about 5, and Z is independently chosen from Li+, Na+, K+, Rb+, Cs+ and NH4+, and a process for using the sulfidizing agent in the recovery of one or more metal ores and/or polymetallic minerals from gangue.Type: ApplicationFiled: December 9, 2021Publication date: June 16, 2022Applicant: NOURYON CHEMICALS INTERNATIONAL B.V.Inventors: Matthias FOLCHNANDT, Olaf KLOBES, Ulises PICARDI, Rodrigo M. GIMÉNEZ, Leandro PRATS
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Publication number: 20210363303Abstract: Process for the production of a liquid mercapto-terminated polythioethersulfide comprising the step of reacting, at a temperature in the range 0-100° C. and in the presence of a catalyst: at least one compound selected from the group consisting of (i) dimercapto-dioxa-alkanes (DMDAs) and (ii) glycol di(mercapto carboxylic acid ester)s (GDMEs), at least one dimercapto-dialkyl sulfide (DMDS) at least one di-epoxide, and optionally at least one branching agent selected from compounds having at least three terminal groups selected from epoxy and mercapto groups, wherein the molar ratio (DMDA+GDME)/DMDS is in the range 1.1-4.0.Type: ApplicationFiled: December 4, 2018Publication date: November 25, 2021Applicant: NOURYON CHEMICALS INTERNATIONAL B.V.Inventors: Christian PROBST, Volker BURKHARDT, Olaf KLOBES
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Publication number: 20210363305Abstract: An aliphatic epoxy-terminated polysulfide polymer has the formula R?—CHOH—CH2-S—R—(Sy-R)t-S—CH2-CHOH—R? and is formed by a process, where each R is independently chosen from branched alkanediyl or branched arenediyl groups and groups with the structure —(CH2)a-O—(CH2)b-O—(CH2)c- and about 0 to about 20% of the number of R-groups are branched alkanediyl or branched arenediyl groups and about 80 to about 100% of the number of R-groups have the structure —(CH2)a-O—(CH2)b-O—(CH2)c-, where t is from about 1 to about 60, y is an average value of from about 1.0 to about 2.5, b is an integer value of from about 1 to about 8, and a and c are independently integers from about 1 to about 10, and where each R? is independently a particular radical where, m, n, o, p, q and r independently have a value of from about 1 to about 10.Type: ApplicationFiled: May 18, 2021Publication date: November 25, 2021Applicant: NOURYON CHEMICALS INTERNATIONAL B.V.Inventors: Christian PROBST, Olaf KLOBES, Volker BURKHARDT
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Patent number: 10179838Abstract: Process for the preparation of a polysulfide comprising the step of reacting in the absence of a dihaloalkane a bis(2-dihaloalkyl)formal in the presence of (i) a pre-polymer (I) according to structure (I) X—(R2—O)n—CH2—O—(R1—O)m—CH2—(O—R2)p—X??(I), wherein R1 and R2 can be the same or different and are selected from alkane chains containing 2-10 carbon atoms, X is a halogen atom, and n, m, and p are integers that can be the same or different and have a value in the range 1-6, with either (i) sodium polysulfide or (ii) a combination of sodium hydrosulfide and sulfur.Type: GrantFiled: December 16, 2015Date of Patent: January 15, 2019Assignee: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Manfred Menzel, Volker Burkhardt, Olaf Klobes
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Publication number: 20180265639Abstract: Process for the preparation of a polysulfide comprising the step of reacting in the absence of a dihaloalkane a bis(2-dihaloalkyl)formal in the presence of (i) a pre-polymer (I) according to structure (I) X—(R2—O)n—CH2—O—(R1—O)m—CH2—(O—R2)p—X??(I), wherein R1 and R2 can be the same or different and are selected from alkane chains containing 2-10 carbon atoms, X is a halogen atom, and n, m, and p are integers that can be the same or different and have a value in the range 1-6, with either (i) sodium polysulfide or (ii) a combination of sodium hydrosulfide and sulfur.Type: ApplicationFiled: December 16, 2015Publication date: September 20, 2018Applicant: AZKO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Manfred MENZEL, Volker BURKHARDT, Olaf KLOBES
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Patent number: 9771457Abstract: Process for the production of a mercapto-terminated liquid polymer with the formula HS—R—(Sy —R)t —SH, wherein each R is independently selected from branched alkanediyl or branched arenediyi groups and groups with the structure —(CH2)p—O—(CH2)q—O—(CH2)r- and wherein 0-20% of the number of R-groups in the polymer are branched alkanediyl or branched arenediyl groups and 80-100% of the number of R-groups in the polymer have the structure —(CH2)p—O—(CH2)r—, wherein t has a value in the range 1-60, y is an average value in the range 1.0-1.5, q is an integer the range 1 to 8, and p and r are integers the range 1-10. The resulting polymer has an improved ability of recovering its original shape after release from deforming compression forces and improved tendency to recover during the application of those forces.Type: GrantFiled: July 30, 2014Date of Patent: September 26, 2017Assignee: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Jan Tobis, Olaf Klobes, Günter Sonnenburg
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Patent number: 9745422Abstract: Process for the preparation of a mercapto-terminated liquid polymer comprising the steps of: a) reacting (para)formaldehyde with a halo-alcohol to form a reaction mixture comprising bis(2-dihaloalkyl)formal and b) reacting the reaction mixture of step a) with either (i) sodium polysulfide or (ii) a combination of sodium hydrosulfide and sulfur, wherein the process is performed in the presence of a branching agent selected from the group consisting of di-aldehydes and their corresponding actetals and hemi-acetals.Type: GrantFiled: February 23, 2015Date of Patent: August 29, 2017Assignee: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Manfred Menzel, Olaf Klobes, Volker Burkhardt
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Patent number: 9631055Abstract: Pre-polymer according to structure (I) X—(R2—O)n—CH2—O—(R1—O)m—CH2—(O—R2)p—X (I) wherein R1 and R2 can be the same or different and are selected from alkane chains containing 2-10 carbon atoms, X is a halogen atom, and n, m, and p are integers that can be the same of different and have a value in the range 1-6. The use of this pre-polymer in the preparation of a liquid polysulfide polymer allows better control over the sulfur and oxygen content and the polarity of the resulting polymer.Type: GrantFiled: June 13, 2014Date of Patent: April 25, 2017Assignee: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Manfred Menzel, Daniela Lungu, Olaf Klobes, Heinz Aldenhoven, Antonius Van Pelt, Volker Burkhardt
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Publication number: 20170051113Abstract: Process for the preparation of a mercapto-terminated liquid polymer comprising the steps of: a) reacting (para)formaldehyde with a halo-alcohol to form a reaction mixture comprising bis(2-dihaloalkyl)formal and b) reacting the reaction mixture of step a) with either (i) sodium polysulfide or (ii) a combination of sodium hydrosulfide and sulfur, wherein the process is performed in the presence of a branching agent selected from the group consisting of di-aldehydes and their corresponding actetals and hemi-acetals.Type: ApplicationFiled: February 23, 2015Publication date: February 23, 2017Inventors: Manfred Menzel, Olaf Klobes, Volker Burkhardt
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Publication number: 20160152775Abstract: Process for the production of a mercapto-terminated liquid polymer with the formula HS—R—(Sy—R)t—SH, wherein each R is independently selected from branched alkanediyl or branched arenediyi groups and groups with the structure —(CH2)p—O—(CH2)q—O—(CH2)r- and wherein 0-20% of the number or R-groups in the polymer are branched alkanediyl or branched arenediyl groups and 80-100% of the number or R-groups in the polymer have the structure —(CH2)p—O—(CH2)r—, wherein t has a value in the range 1-60, y is an average value in the range 1.0-1.5, q is an integer the range 1 to 8, and p and r are integers the range 1-10.Type: ApplicationFiled: July 30, 2014Publication date: June 2, 2016Inventors: Jan Tobis, Olaf Klobes, Günter Sonnenburg
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Publication number: 20160145394Abstract: Pre-polymer according to structure (I) X—(R2—O)n—CH2(R1—O)m—CH2—(O—R2)p—X (I) wherein R1 and R2 can be the same or different and are selected from alkane chains containing 2-10 carbon atoms, X is a halogen atom, and n, m, and p are integers that can be the same of different and have a value in the range 1-6. The use of this pre-polymer in the preparation of a liquid polysulfide polymer allows better control over the sulfur and oxygen content and the polarity of the resulting polymer.Type: ApplicationFiled: June 13, 2014Publication date: May 26, 2016Inventors: Manfred MENZEL, Daniela LUNGU, Olaf KLOBES, Heinz ALDENHOVEN, Antonius VAN PELT, Volker BURKHARDT
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Patent number: 9193679Abstract: The invention related to a process for the preparation of a bismercaptodiether by reacting a polysulfide with a monothiol in the presence of a base and to a process for the depolymerization of a polysulfide by reacting said polysulfide with a monothiol in the presence of a base. These processes enable the preparation of bismercaptodiethers without inorganic salt formation.Type: GrantFiled: March 11, 2015Date of Patent: November 24, 2015Assignee: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Rudolf Anthonius Maria Venderbosch, Hendrika Petronella Maria Verlaan-Hooft, Auke Gerardus Talma, Olaf Klobes, Ralf Tatas, Hendrik Jan Vos
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Patent number: 9079833Abstract: Process for the preparation of polysulfide of formula (I) HS—(CH2)n—O—(CH2)m—O—(CH2)p—[S—S—CH2)nO—(CH2)m—O—(CH2)p]q—SH (I) wherein m is an integer in the range 1 to 4, n and p are integers in the range 1-10, and q is an integer in the range 1-60, by oxidizing a bismercaptodiether compound of formula (II) HS—(CH2)n—O—(CH2)m—O—(CH2)p—SH (II) with elemental sulfur in the presence of a base and a protic solvent. This process has a high selectivity towards linear disulfides.Type: GrantFiled: April 10, 2012Date of Patent: July 14, 2015Assignees: SHANGHAI ICI RESEARCH & DEVELOPMENT & MANAGEMENT CO. LTD., AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Olaf Klobes, Jing He
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Publication number: 20150183733Abstract: The invention related to a process for the preparation of a bismercaptodiether by reacting a polysulfide with a monothiol in the presence of a base and to a process for the depolymerization of a polysulfide by reacting said polysulfide with a monothiol in the presence of a base. These processes enable the preparation of bismercaptodiethers without inorganic salt formation.Type: ApplicationFiled: March 11, 2015Publication date: July 2, 2015Applicant: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Rudolf Anthonius Maria Venderbosch, Hendrika Petronella Maria Verlaan-Hooft, Auke Gerardus Talma, Olaf Klobes, Ralf Tatas, Hendrik Jan Vos
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Patent number: 9006492Abstract: The invention related to a process for the preparation of a bismercaptodiether by reacting a polysulfide with a monothiol in the presence of a base and to a process for the depolymerization of a polysulfide by reacting said polysulfide with a monothiol in the presence of a base. These processes enable the preparation of bismercaptodiethers without inorganic salt formation.Type: GrantFiled: March 14, 2011Date of Patent: April 14, 2015Assignee: Akzo Nobel Chemicals International B.V.Inventors: Rudolf Anthonius Maria Venderbosch, Hendrika Petronella Maria Verlaan-Hooft, Auke Gerardus Talma, Olaf Klobes, Ralf Tatas, Hendrik Jan Vos
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Publication number: 20140046097Abstract: Process for the preparation of polysulfide of formula (I) HS—(CH2)n—O—(CH2)m—O—(CH2)p—[S—S—CH2)nO—(CH2)m—O—(CH2)p]q-SH (I) wherein m is an integer in the range 1 to 4, n and p are integers in the range 1-10, and q is an integer in the range 1-60, by oxidizing a bismercaptodiether compound of formula (II) HS—(CH2)n—O—(CH2)m—O—(CH2)p—SH (II) with elemental sulfur in the presence of a base and a protic solvent. This process has a high selectivity towards linear disulfides.Type: ApplicationFiled: April 10, 2012Publication date: February 13, 2014Applicants: SHANGHAI ICI RESEARCH 7 DEVELOPMENT & MANAGEMENT CO. LTD, AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Olaf Klobes, Jing He
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Publication number: 20130041183Abstract: The invention related to a process for the preparation of a bismercaptodiether by reacting a polysulfide with a monothiol in the presence of a base and to a process for the depolymerization of a polysulfide by reacting said polysulfide with a monothiol in the presence of a base. These processes enable the preparation of bismercaptodiethers without inorganic salt formation.Type: ApplicationFiled: March 14, 2011Publication date: February 14, 2013Applicant: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Rudolf Anthonius Maria Venderbosch, Hendrika Petronella Maria Verlaan-Hooft, Auke Gerardus Talma, Olaf Klobes, Ralf Tatas, Hendrik Jan Vos