CA1157844A - Methode de preparation de catalyseurs au palladium et leur utilisation pour l'hydrogenation en continu de graisses et d'acides gras libres - Google Patents

Methode de preparation de catalyseurs au palladium et leur utilisation pour l'hydrogenation en continu de graisses et d'acides gras libres

Info

Publication number: CA1157844A
Authority: CA; Canada
Prior art keywords: activated carbon; water; palladium; catalyst; liquid
Prior art date: 1980-12-17
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.): Expired

Application number

CA000391815A

Other languages

English (en)

Inventor

Gerhardt Horn

Carl D. Frohning

Hans Liebern

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.)

Ruhrchemie AG

Original Assignee

Ruhrchemie AG

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.)

1980-12-17

Filing date

1981-12-09

Publication date

1983-11-29

1981-12-09 Application filed by Ruhrchemie AG filed Critical Ruhrchemie AG

1983-11-29 Application granted granted Critical

1983-11-29 Publication of CA1157844A publication Critical patent/CA1157844A/fr

Status Expired legal-status Critical Current

Links

KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 title claims abstract description 90
239000003054 catalyst Substances 0.000 title claims abstract description 80
238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 41
229910052763 palladium Inorganic materials 0.000 title claims abstract description 38
235000021588 free fatty acids Nutrition 0.000 title claims abstract description 4
238000000034 method Methods 0.000 title claims description 27
230000008569 process Effects 0.000 title claims description 26
238000002360 preparation method Methods 0.000 title claims description 8
239000003925 fat Substances 0.000 title abstract description 13
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 119
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 40
239000007788 liquid Substances 0.000 claims abstract description 37
150000002940 palladium Chemical class 0.000 claims abstract description 12
239000012266 salt solution Substances 0.000 claims abstract description 10
238000000151 deposition Methods 0.000 claims abstract description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
229910052739 hydrogen Inorganic materials 0.000 claims description 12
239000001257 hydrogen Substances 0.000 claims description 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
238000001035 drying Methods 0.000 claims description 3
230000006872 improvement Effects 0.000 claims description 3
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 3
239000000203 mixture Substances 0.000 claims 4
239000003921 oil Substances 0.000 abstract description 8
238000004519 manufacturing process Methods 0.000 abstract description 2
239000000243 solution Substances 0.000 description 17
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 15
229910052740 iodine Inorganic materials 0.000 description 15
239000011630 iodine Substances 0.000 description 15
235000014113 dietary fatty acids Nutrition 0.000 description 14
239000000194 fatty acid Substances 0.000 description 14
229930195729 fatty acid Natural products 0.000 description 14
150000004665 fatty acids Chemical class 0.000 description 14
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical class [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 13
229910052799 carbon Inorganic materials 0.000 description 13
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
235000019197 fats Nutrition 0.000 description 10
239000003760 tallow Substances 0.000 description 8
235000019198 oils Nutrition 0.000 description 7
238000005470 impregnation Methods 0.000 description 6
229910052759 nickel Inorganic materials 0.000 description 6
239000011148 porous material Substances 0.000 description 6
229910021120 PdC12 Inorganic materials 0.000 description 5
239000002253 acid Substances 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
239000010775 animal oil Substances 0.000 description 4
238000001914 filtration Methods 0.000 description 4
235000014593 oils and fats Nutrition 0.000 description 4
239000003346 palm kernel oil Substances 0.000 description 4
235000019865 palm kernel oil Nutrition 0.000 description 4
239000008158 vegetable oil Substances 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
230000009102 absorption Effects 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000003549 soybean oil Substances 0.000 description 3
235000012424 soybean oil Nutrition 0.000 description 3
239000000126 substance Substances 0.000 description 3
235000021122 unsaturated fatty acids Nutrition 0.000 description 3
150000004670 unsaturated fatty acids Chemical class 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
239000012876 carrier material Substances 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
238000009826 distribution Methods 0.000 description 2
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 2
238000011068 loading method Methods 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
230000009467 reduction Effects 0.000 description 2
238000000926 separation method Methods 0.000 description 2
239000000758 substrate Substances 0.000 description 2
235000021081 unsaturated fats Nutrition 0.000 description 2
235000015112 vegetable and seed oil Nutrition 0.000 description 2
235000013311 vegetables Nutrition 0.000 description 2
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
235000019486 Sunflower oil Nutrition 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
239000012670 alkaline solution Substances 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
238000009835 boiling Methods 0.000 description 1
150000001721 carbon Chemical class 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
230000009849 deactivation Effects 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
235000021323 fish oil Nutrition 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
235000013305 food Nutrition 0.000 description 1
229940116364 hard fat Drugs 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000010699 lard oil Substances 0.000 description 1
239000011344 liquid material Substances 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
238000002156 mixing Methods 0.000 description 1
229910000480 nickel oxide Inorganic materials 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
GNRSAWUEBMWBQH-UHFFFAOYSA-N oxonickel Chemical compound [Ni]=O GNRSAWUEBMWBQH-UHFFFAOYSA-N 0.000 description 1
GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(II) nitrate Inorganic materials [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000010970 precious metal Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000000344 soap Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000002600 sunflower oil Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
235000019871 vegetable fat Nutrition 0.000 description 1
238000005406 washing Methods 0.000 description 1

Landscapes

Fats And Perfumes (AREA)
Catalysts (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA000391815A 1980-12-17 1981-12-09 Methode de preparation de catalyseurs au palladium et leur utilisation pour l'hydrogenation en continu de graisses et d'acides gras libres Expired CA1157844A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE3047428		1980-12-17
DEP3047428.3		1980-12-17

Publications (1)

Publication Number	Publication Date
CA1157844A true CA1157844A (fr)	1983-11-29

Family

ID=6119339

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000391815A Expired CA1157844A (fr)	1980-12-17	1981-12-09	Methode de preparation de catalyseurs au palladium et leur utilisation pour l'hydrogenation en continu de graisses et d'acides gras libres

Country Status (3)

Country	Link
JP (1)	JPS57125297A (fr)
CA (1)	CA1157844A (fr)
PL (1)	PL234177A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO1993018856A1 (fr) *	1992-03-26	1993-09-30	Henkel Kommanditgesellschaft Auf Aktien	Catalyseur en coquille, son procede de production et son utilisation
RU2323046C1 (ru) *	2006-12-18	2008-04-27	Институт Катализа Им. Г.К. Борескова Сибирского Отделения Российской Академии Наук	Катализатор для переработки растительных масел и дистиллированных жирных кислот и способ его приготовления
WO2009118408A1 (fr) *	2008-03-28	2009-10-01	Cognis Oleochemicals Gmbh	Procédé et dispositif d’hydrogénation catalytique d’acides gras et de dérivés d’acides gras insaturés
CN115739077A (zh) *	2022-10-13	2023-03-07	厦门大学	一种高选择性钯基催化剂及其应用
US11840670B2 (en) *	2020-12-22	2023-12-12	Applied Technology Limited Partnership	Hydrogenation of oleochemical derivatives and systems

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2694184B2 (ja) *	1988-11-24	1997-12-24	株式会社セラリカ野田	密蝋の精製法
JP2694185B2 (ja) *	1989-01-11	1997-12-24	株式会社セラリカ野田	粗蝋の精製・改質法
JPH03106998A (ja) *	1989-09-20	1991-05-07	Tsukishima Shokuhin Kogyo Kk	食用硬化油及び可塑性油脂組成物の製造法
CN109745969A (zh) *	2018-12-20	2019-05-14	西安交通大学	一种碳载超小尺寸贵金属纳米粒子催化剂及制备方法

1981
- 1981-12-09 CA CA000391815A patent/CA1157844A/fr not_active Expired
- 1981-12-10 PL PL23417781A patent/PL234177A1/xx unknown
- 1981-12-10 JP JP19777681A patent/JPS57125297A/ja active Pending

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO1993018856A1 (fr) *	1992-03-26	1993-09-30	Henkel Kommanditgesellschaft Auf Aktien	Catalyseur en coquille, son procede de production et son utilisation
US5783514A (en) *	1992-03-26	1998-07-21	Henkel Kommanditgesellschaft Auf Aktien	Shell catalyst, a process for its production and its use
RU2323046C1 (ru) *	2006-12-18	2008-04-27	Институт Катализа Им. Г.К. Борескова Сибирского Отделения Российской Академии Наук	Катализатор для переработки растительных масел и дистиллированных жирных кислот и способ его приготовления
RU2448772C2 (ru) *	2006-12-18	2012-04-27	Институт Катализа Им. Г.К. Борескова Сибирского Отделения Российской Академии Наук	Катализатор для переработки растительных масел и дистиллированных жирных кислот и способ его приготовления
WO2009118408A1 (fr) *	2008-03-28	2009-10-01	Cognis Oleochemicals Gmbh	Procédé et dispositif d’hydrogénation catalytique d’acides gras et de dérivés d’acides gras insaturés
US11840670B2 (en) *	2020-12-22	2023-12-12	Applied Technology Limited Partnership	Hydrogenation of oleochemical derivatives and systems
CN115739077A (zh) *	2022-10-13	2023-03-07	厦门大学	一种高选择性钯基催化剂及其应用

Also Published As

Publication number	Publication date
PL234177A1 (fr)	1982-07-19
JPS57125297A (en)	1982-08-04

Legal Events

Date	Code	Title	Description
2000-11-29	MKEX	Expiry

Publication	Publication Date	Title
EP1216093B1 (fr)	2003-06-25	Progres en catalyse de deshydrogenation
EP0839573B1 (fr)	2002-12-18	Procédé et catalyseur d'hydrogénation comprenant du palladium et de l'argent déposés sur un support à base de spinelle
KR930008440B1 (ko)	1993-09-04	니켈/실리카 촉매 및 그 제조방법과 용도
JPH10502363A (ja)	1998-03-03	ブチンジオールからブテンジオールへの選択的水素添加のための方法並びに触媒
CA1157844A (fr)	1983-11-29	Methode de preparation de catalyseurs au palladium et leur utilisation pour l'hydrogenation en continu de graisses et d'acides gras libres
US4935556A (en)	1990-06-19	Acid-resistant catalysts for the direct hydrogenation of fatty acids to fatty alcohols
US4251394A (en)	1981-02-17	Coprecipitated copper-nickel-silica catalysts, preparation and use thereof
US5783514A (en)	1998-07-21	Shell catalyst, a process for its production and its use
US4467111A (en)	1984-08-21	Process for purification of crude terephthalic acid
US4251672A (en)	1981-02-17	Process for hydrogenating organic compounds with coprecipitated copper-nickel-silica catalysts
WO2003106021A1 (fr)	2003-12-24	Catalyseur d'hydrogenation selective
JP2000511101A (ja)	2000-08-29	酢酸ビニル合成用ハニカム触媒
US20040133052A1 (en)	2004-07-08	Catalyst for hydrogenating of unsaturated hydrocarbons
US5464802A (en)	1995-11-07	Process for preparing a supported metal catalyst for the selective hydrogenation of hydrocarbons by means of such a process and process for selective hydrogenation of hydrocarbons using such a catalyst
EP0749779A1 (fr)	1996-12-27	Catalyseur composite pour la deshydrogénation des paraffines en monooléfines et méthode pour le préparer
JP2934073B2 (ja)	1999-08-16	脱硫された油脂又は脂肪酸エステルの製造法
CA1304069C (fr)	1992-06-23	Catalyseur d'hydrogenation
US4421676A (en)	1983-12-20	Process for preparation of palladium on carbon catalysts used in the purification of crude terephthalic acid
EP1966111B1 (fr)	2012-02-01	Procede de transformation d un hydrocarbure aromatique en presence d hydrogene
EP0320074B1 (fr)	1995-04-19	Réaction chimique en présence d'un catalyseur de cuivre supporté
BR112012024321B1 (pt)	2021-02-23	processo para hidrogenar ácidos graxos insaturados para produzir ácidos graxos saturados
US7759505B2 (en)	2010-07-20	Method of producing fatty acid ester
US2622111A (en)	1952-12-16	Catalytic hydrogenation of unsaturated compounds
WO2010018405A1 (fr)	2010-02-18	Procédé chimique et catalyseur
Van der Plank et al.	1979	Nonmetallic palladium-on-resin: A very active and selective catalyst for the hydrogenation of diunsaturated fatty acid esters I