DE19620241A1 - Verfahren zum Delignifizieren von Zellstoffen und Verwendung eines Katalysators - Google Patents
Verfahren zum Delignifizieren von Zellstoffen und Verwendung eines KatalysatorsInfo
- Publication number
- DE19620241A1 DE19620241A1 DE19620241A DE19620241A DE19620241A1 DE 19620241 A1 DE19620241 A1 DE 19620241A1 DE 19620241 A DE19620241 A DE 19620241A DE 19620241 A DE19620241 A DE 19620241A DE 19620241 A1 DE19620241 A1 DE 19620241A1
- Authority
- DE
- Germany
- Prior art keywords
- delignification
- complex
- charge
- fibers
- alkyl
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims abstract description 49
- 239000003054 catalyst Substances 0.000 title claims description 41
- 230000008569 process Effects 0.000 title claims description 13
- 239000000835 fiber Substances 0.000 claims abstract description 45
- 238000006243 chemical reaction Methods 0.000 claims abstract description 25
- 239000011572 manganese Substances 0.000 claims abstract description 15
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 14
- 239000003446 ligand Substances 0.000 claims abstract description 12
- 125000003118 aryl group Chemical group 0.000 claims abstract description 10
- -1 peroxy compound Chemical class 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 239000002657 fibrous material Substances 0.000 claims abstract description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 8
- 230000035484 reaction time Effects 0.000 claims abstract description 8
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052748 manganese Inorganic materials 0.000 claims abstract description 7
- 150000004696 coordination complex Chemical class 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 6
- 230000003647 oxidation Effects 0.000 claims abstract description 5
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 5
- 229910052742 iron Inorganic materials 0.000 claims abstract description 4
- 239000007900 aqueous suspension Substances 0.000 claims abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 40
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
- 239000001301 oxygen Substances 0.000 claims description 10
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 8
- 230000004044 response Effects 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims description 5
- 239000008139 complexing agent Substances 0.000 claims description 5
- 150000002500 ions Chemical class 0.000 claims description 5
- 229910052943 magnesium sulfate Inorganic materials 0.000 claims description 4
- 235000019341 magnesium sulphate Nutrition 0.000 claims description 4
- 125000000864 peroxy group Chemical group O(O*)* 0.000 claims description 4
- 235000019353 potassium silicate Nutrition 0.000 claims description 3
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 150000004967 organic peroxy acids Chemical class 0.000 claims description 2
- 229920003043 Cellulose fiber Polymers 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 abstract description 2
- 210000000988 bone and bone Anatomy 0.000 abstract 2
- 229920005610 lignin Polymers 0.000 description 28
- 239000000126 substance Substances 0.000 description 18
- 230000015556 catabolic process Effects 0.000 description 12
- 238000002474 experimental method Methods 0.000 description 12
- 238000006731 degradation reaction Methods 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 238000004061 bleaching Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 150000002978 peroxides Chemical class 0.000 description 8
- 229920002678 cellulose Polymers 0.000 description 7
- 239000001913 cellulose Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000007844 bleaching agent Substances 0.000 description 4
- 229910018828 PO3H2 Inorganic materials 0.000 description 3
- 229910006069 SO3H Inorganic materials 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000002655 kraft paper Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- 238000004537 pulping Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 2
- XXQGYGJZNMSSFD-UHFFFAOYSA-N 2-[2-(dimethylcarbamoyl)phenoxy]acetic acid Chemical compound CN(C)C(=O)C1=CC=CC=C1OCC(O)=O XXQGYGJZNMSSFD-UHFFFAOYSA-N 0.000 description 2
- 102100022443 CXADR-like membrane protein Human genes 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 241000218657 Picea Species 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000011122 softwood Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- ITWBWJFEJCHKSN-UHFFFAOYSA-N 1,4,7-triazonane Chemical compound C1CNCCNCCN1 ITWBWJFEJCHKSN-UHFFFAOYSA-N 0.000 description 1
- FEWFXBUNENSNBQ-UHFFFAOYSA-N 2-hydroxyacrylic acid Chemical compound OC(=C)C(O)=O FEWFXBUNENSNBQ-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910001914 chlorine tetroxide Inorganic materials 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- AQEDFGUKQJUMBV-UHFFFAOYSA-N copper;ethane-1,2-diamine Chemical compound [Cu].NCCN AQEDFGUKQJUMBV-UHFFFAOYSA-N 0.000 description 1
- 125000006547 cyclononyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000004966 inorganic peroxy acids Chemical class 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000010297 mechanical methods and process Methods 0.000 description 1
- 230000005226 mechanical processes and functions Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 239000010893 paper waste Substances 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- FHHJDRFHHWUPDG-UHFFFAOYSA-N peroxysulfuric acid Chemical compound OOS(O)(=O)=O FHHJDRFHHWUPDG-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
Classifications
-
- 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
-
- 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
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
- B01J31/2239—Bridging ligands, e.g. OAc in Cr2(OAc)4, Pt4(OAc)8 or dicarboxylate ligands
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/10—Bleaching ; Apparatus therefor
- D21C9/1026—Other features in bleaching processes
- D21C9/1036—Use of compounds accelerating or improving the efficiency of the processes
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/10—Bleaching ; Apparatus therefor
- D21C9/16—Bleaching ; Apparatus therefor with per compounds
- D21C9/163—Bleaching ; Apparatus therefor with per compounds with peroxides
-
- 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
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0213—Complexes without C-metal linkages
- B01J2531/0216—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
-
- 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
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0258—Flexible ligands, e.g. mainly sp3-carbon framework as exemplified by the "tedicyp" ligand, i.e. cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane
-
- 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
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/842—Iron
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Paper (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19620241A DE19620241A1 (de) | 1996-05-20 | 1996-05-20 | Verfahren zum Delignifizieren von Zellstoffen und Verwendung eines Katalysators |
| US09/194,385 US20010025695A1 (en) | 1996-05-20 | 1997-05-20 | Method for the delignification of fibrous material and use of catalyst |
| EP97923942A EP0900300A1 (en) | 1996-05-20 | 1997-05-20 | A method for the delignification of fibrous material and use of a catalyst |
| BR9709108A BR9709108A (pt) | 1996-05-20 | 1997-05-20 | Processo para a deslignificação de material fibroso e uso de um catalisador |
| PCT/EP1997/002557 WO1997044520A1 (en) | 1996-05-20 | 1997-05-20 | A method for the delignification of fibrous material and use of a catalyst |
| JP09541528A JP2000510914A (ja) | 1996-05-20 | 1997-05-20 | 繊維状物質の脱リグニン方法及び触媒の利用法 |
| CA002255588A CA2255588A1 (en) | 1996-05-20 | 1997-05-20 | A method for the delignification of fibrous material and use of a catalyst |
| CN97196582.XA CN1225698A (zh) | 1996-05-20 | 1997-05-20 | 纤维材料去木质的方法和催化剂的应用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19620241A DE19620241A1 (de) | 1996-05-20 | 1996-05-20 | Verfahren zum Delignifizieren von Zellstoffen und Verwendung eines Katalysators |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19620241A1 true DE19620241A1 (de) | 1997-11-27 |
Family
ID=7794779
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19620241A Withdrawn DE19620241A1 (de) | 1996-05-20 | 1996-05-20 | Verfahren zum Delignifizieren von Zellstoffen und Verwendung eines Katalysators |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20010025695A1 (pt) |
| EP (1) | EP0900300A1 (pt) |
| JP (1) | JP2000510914A (pt) |
| CN (1) | CN1225698A (pt) |
| BR (1) | BR9709108A (pt) |
| CA (1) | CA2255588A1 (pt) |
| DE (1) | DE19620241A1 (pt) |
| WO (1) | WO1997044520A1 (pt) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001045842A1 (en) * | 1999-12-22 | 2001-06-28 | Unilever Plc | Bleach catalysts |
| WO2011042884A1 (fr) * | 2009-10-09 | 2011-04-14 | Total S.A. | Procédé d'oxydation de composes organiques |
| WO2010138941A3 (en) * | 2009-05-28 | 2011-05-26 | Gp Cellulose Gmbh | Modified cellulose from chemical kraft fiber and methods of making and using the same |
| US9512237B2 (en) | 2009-05-28 | 2016-12-06 | Gp Cellulose Gmbh | Method for inhibiting the growth of microbes with a modified cellulose fiber |
| US9511167B2 (en) | 2009-05-28 | 2016-12-06 | Gp Cellulose Gmbh | Modified cellulose from chemical kraft fiber and methods of making and using the same |
| US9512563B2 (en) | 2009-05-28 | 2016-12-06 | Gp Cellulose Gmbh | Surface treated modified cellulose from chemical kraft fiber and methods of making and using same |
| US9617686B2 (en) | 2012-04-18 | 2017-04-11 | Gp Cellulose Gmbh | Use of surfactant to treat pulp and improve the incorporation of kraft pulp into fiber for the production of viscose and other secondary fiber products |
| US9719208B2 (en) | 2011-05-23 | 2017-08-01 | Gp Cellulose Gmbh | Low viscosity kraft fiber having reduced yellowing properties and methods of making and using the same |
| US9951470B2 (en) | 2013-03-15 | 2018-04-24 | Gp Cellulose Gmbh | Low viscosity kraft fiber having an enhanced carboxyl content and methods of making and using the same |
| US10000890B2 (en) | 2012-01-12 | 2018-06-19 | Gp Cellulose Gmbh | Low viscosity kraft fiber having reduced yellowing properties and methods of making and using the same |
| US10138598B2 (en) | 2013-03-14 | 2018-11-27 | Gp Cellulose Gmbh | Method of making a highly functional, low viscosity kraft fiber using an acidic bleaching sequence and a fiber made by the process |
| US10151064B2 (en) | 2013-02-08 | 2018-12-11 | Gp Cellulose Gmbh | Softwood kraft fiber having an improved α-cellulose content and its use in the production of chemical cellulose products |
| US10865519B2 (en) | 2016-11-16 | 2020-12-15 | Gp Cellulose Gmbh | Modified cellulose from chemical fiber and methods of making and using the same |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE60238675D1 (de) * | 2001-06-06 | 2011-02-03 | Dequest Ag | Verfahren und wässerige zusammensetzung zur herstellung von verbessertem zellstoff |
| US7189306B2 (en) * | 2002-02-22 | 2007-03-13 | Gervais Gibson W | Process of treating lignocellulosic material to produce bio-ethanol |
| US20060070711A1 (en) * | 2004-09-30 | 2006-04-06 | Mengkui Luo | Low pH treatment of pulp in a bleach sequence to produce pulp having low D.P. and low copper number for use in lyocell manufacture |
| US20060065377A1 (en) * | 2004-09-30 | 2006-03-30 | Mengkui Luo | High PH treatment of pulp in a bleach sequence to produce pulp having low D.P. and low copper number for use in lyocell manufacture |
| PT1883730E (pt) * | 2005-05-27 | 2012-09-26 | Catexel Ltd | Processo para branquear |
| CN101331260B (zh) * | 2005-10-12 | 2012-05-30 | 荷兰联合利华有限公司 | 底物的漂白 |
| US7976582B2 (en) * | 2007-01-16 | 2011-07-12 | Conopco, Inc. | Bleaching of substrates |
| EP2149569A1 (en) * | 2008-08-01 | 2010-02-03 | Hexion Specialty Chemicals Research Belgium S.A. | Process for the manufacture of a 1,2-Epoxide |
| EP2149570A1 (en) * | 2008-08-01 | 2010-02-03 | Hexion Specialty Chemicals Research Belgium S.A. | Process for the manufacture of epichlorohydrin using hydrogen peroxide and a manganese komplex |
| WO2011032666A1 (de) | 2009-09-18 | 2011-03-24 | Clariant International Ltd | Verfahren zur herstellung von verbrückten mangan-komplexen des triazacyclononans |
| EP2343288A1 (en) | 2009-11-27 | 2011-07-13 | Momentive Specialty Chemicals Research Belgium S.A. | Process for the manufacture of propylene oxide |
| DE102009057222A1 (de) | 2009-12-05 | 2011-06-09 | Clariant International Ltd. | Bleichkatalysator-Compounds, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE102009057220A1 (de) | 2009-12-05 | 2011-06-09 | Clariant International Ltd. | Nicht hygroskopische Übergangsmetallkomplexe, Verfahren zu ihrer Herstellung und ihre Verwendung |
| EP2354130A1 (en) | 2010-02-02 | 2011-08-10 | Momentive Specialty Chemicals Research Belgium | Manufacture of an epoxyethyl carboxylate or glycidyl carboxylate |
| EP2354131A1 (en) | 2010-02-02 | 2011-08-10 | Momentive Specialty Chemicals Research Belgium | Process for the manufacture of a 1,2-epoxide and a device for carrying out said process |
| EP2357180A1 (en) | 2010-02-02 | 2011-08-17 | Momentive Specialty Chemicals Research Belgium S.A. | Manufacture of epoxyethyl ethers or glycidyl ethers |
| EP2354129A1 (en) | 2010-02-02 | 2011-08-10 | Momentive Specialty Chemicals Research Belgium S.A. | Epoxidation process |
| BR112012022168B1 (pt) | 2010-03-03 | 2018-06-26 | Catexel Limited | “material sólido obtido por um processo de síntese de um sal de catalisador de manganês dinuclear a partir de um ligante e processo de síntese de um sal de catalisador de manganês dinuclear a partir de um ligante” |
| EP2377614A1 (en) * | 2010-04-16 | 2011-10-19 | Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House | Bleaching of substrates |
| EP2395147A1 (en) * | 2010-05-10 | 2011-12-14 | Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House | Freeness of paper products |
| EP2537836A1 (en) | 2011-06-22 | 2012-12-26 | Momentive Specialty Chemicals Research Belgium S.A. | Apparatus and methods to preserve catalyst activity in an epoxidation process |
| BR112014005435B1 (pt) | 2011-09-08 | 2019-11-12 | Catexel Ltd | método de preparação de um pó e pó |
| US8871051B2 (en) | 2012-03-21 | 2014-10-28 | Los Alamos National Security, Llc | Process for decomposing lignin in biomass |
| WO2015022502A1 (en) | 2013-08-16 | 2015-02-19 | Chemsenti Limited | Composition |
| US9371228B2 (en) * | 2013-09-12 | 2016-06-21 | Air Products And Chemicals, Inc. | Integrated process for production of ozone and oxygen |
| RU2016122102A (ru) | 2013-11-06 | 2017-12-11 | Эвоник Дегусса Гмбх | Способ делигнификации и отбелки целлюлозы |
| AR104939A1 (es) | 2015-06-10 | 2017-08-23 | Chemsenti Ltd | Método oxidativo para generar dióxido de cloro |
| AR104940A1 (es) | 2015-06-10 | 2017-08-23 | Chemsenti Ltd | Método para generar dióxido de cloro |
| US20220332673A1 (en) * | 2019-06-26 | 2022-10-20 | University Of Florida Research Foundation, Inc. | Catalytic depolymerization of lignin to high value hydrocarbons |
| WO2025191283A1 (en) | 2024-03-15 | 2025-09-18 | Catexel Gmbh | Oxidative method |
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| ES2100925T3 (es) * | 1990-05-21 | 1997-07-01 | Unilever Nv | Activacion de blanqueador. |
| CA2083661A1 (en) * | 1991-11-26 | 1993-05-27 | Rudolf J. Martens | Detergent bleach compositions |
| FR2692499B1 (fr) * | 1992-06-22 | 1994-08-26 | Atochem Elf Sa | Procédé de délignification et de blanchiment d'une matière lignocellulosique. |
| DE4416438A1 (de) * | 1994-05-10 | 1995-11-16 | Basf Ag | Ein- oder mehrkernige Metall-Komplexe und ihre Verwendung als Bleich- und Oxidationskatalysatoren |
| BR9507984A (pt) * | 1994-06-13 | 1997-11-18 | Unilever Nv | Catalisador de alvejamento e de oxidação e composição alvejante |
| DE69533149T2 (de) * | 1994-07-21 | 2005-08-25 | Ciba Specialty Chemicals Holding Inc. | Bleichmittelzusammensetzung für Gewebe |
| DE19530787A1 (de) * | 1995-08-22 | 1997-02-27 | Hoechst Ag | Mangan enthaltende Polyoxometallate, Synthese und Verwendung |
-
1996
- 1996-05-20 DE DE19620241A patent/DE19620241A1/de not_active Withdrawn
-
1997
- 1997-05-20 US US09/194,385 patent/US20010025695A1/en not_active Abandoned
- 1997-05-20 CN CN97196582.XA patent/CN1225698A/zh active Pending
- 1997-05-20 JP JP09541528A patent/JP2000510914A/ja active Pending
- 1997-05-20 WO PCT/EP1997/002557 patent/WO1997044520A1/en not_active Ceased
- 1997-05-20 CA CA002255588A patent/CA2255588A1/en not_active Abandoned
- 1997-05-20 BR BR9709108A patent/BR9709108A/pt not_active Application Discontinuation
- 1997-05-20 EP EP97923942A patent/EP0900300A1/en not_active Withdrawn
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| WO2011042884A1 (fr) * | 2009-10-09 | 2011-04-14 | Total S.A. | Procédé d'oxydation de composes organiques |
| FR2951096A1 (fr) * | 2009-10-09 | 2011-04-15 | Total Sa | Procede d'oxydation de composes organiques |
| EA022452B1 (ru) * | 2009-10-09 | 2016-01-29 | Тоталь С.А. | Способ окисления органических соединений |
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Also Published As
| Publication number | Publication date |
|---|---|
| WO1997044520A1 (en) | 1997-11-27 |
| BR9709108A (pt) | 1999-08-03 |
| CN1225698A (zh) | 1999-08-11 |
| EP0900300A1 (en) | 1999-03-10 |
| JP2000510914A (ja) | 2000-08-22 |
| CA2255588A1 (en) | 1997-11-27 |
| US20010025695A1 (en) | 2001-10-04 |
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