CA1207745A - Catalyseurs au phosphate supporte, et leur emploi pour la preparation de polyethylenepolyamines lineaires - Google Patents

Catalyseurs au phosphate supporte, et leur emploi pour la preparation de polyethylenepolyamines lineaires

Info

Publication number: CA1207745A
Authority: CA; Canada
Prior art keywords: catalyst; pellets; titania; phosphate; monoethanolamine
Prior art date: 1983-01-03
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

CA000444531A

Other languages

English (en)

Inventor

Terry L. Renken

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.)

Texaco Development Corp

Original Assignee

Texaco Development Corp

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.)

1983-01-03

Filing date

1983-12-30

Publication date

1986-07-15

1983-12-30 Application filed by Texaco Development Corp filed Critical Texaco Development Corp

1986-07-15 Application granted granted Critical

1986-07-15 Publication of CA1207745A publication Critical patent/CA1207745A/fr

Status Expired legal-status Critical Current

Links

239000003054 catalyst Substances 0.000 title claims abstract description 62
229910019142 PO4 Inorganic materials 0.000 title claims abstract description 22
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title claims abstract description 19
239000010452 phosphate Substances 0.000 title claims abstract description 19
238000002360 preparation method Methods 0.000 title abstract description 9
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 54
239000000203 mixture Substances 0.000 claims abstract description 35
BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims abstract description 27
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims abstract description 25
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims abstract description 23
239000008188 pellet Substances 0.000 claims description 38
238000000034 method Methods 0.000 claims description 24
235000021317 phosphate Nutrition 0.000 claims description 19
229910052698 phosphorus Inorganic materials 0.000 claims description 15
235000014786 phosphorus Nutrition 0.000 claims description 15
239000011574 phosphorus Substances 0.000 claims description 15
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 14
239000000047 product Substances 0.000 claims description 11
MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical group [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 claims description 8
229910000388 diammonium phosphate Inorganic materials 0.000 claims description 8
235000019838 diammonium phosphate Nutrition 0.000 claims description 8
238000001354 calcination Methods 0.000 claims description 7
239000007795 chemical reaction product Substances 0.000 claims description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
238000001035 drying Methods 0.000 claims description 4
238000010438 heat treatment Methods 0.000 claims description 4
238000005406 washing Methods 0.000 claims description 4
WTWPQOWYFZRSFA-UHFFFAOYSA-N diamino hydrogen phosphate Chemical compound NOP(O)(=O)ON WTWPQOWYFZRSFA-UHFFFAOYSA-N 0.000 abstract description 3
238000004519 manufacturing process Methods 0.000 abstract description 2
238000006243 chemical reaction Methods 0.000 description 25
150000001875 compounds Chemical class 0.000 description 11
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 9
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 7
239000000376 reactant Substances 0.000 description 7
VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 5
ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 description 5
FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
-1 heterocyclic amines Chemical class 0.000 description 4
150000003018 phosphorus compounds Chemical class 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
239000007788 liquid Substances 0.000 description 3
150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
239000000126 substance Substances 0.000 description 3
229960001124 trientine Drugs 0.000 description 3
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
HXMVNCMPQGPRLN-UHFFFAOYSA-N 2-hydroxyputrescine Chemical compound NCCC(O)CN HXMVNCMPQGPRLN-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
230000002411 adverse Effects 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
238000010924 continuous production Methods 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
239000010439 graphite Substances 0.000 description 2
229910002804 graphite Inorganic materials 0.000 description 2
125000000623 heterocyclic group Chemical group 0.000 description 2
KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
229920000768 polyamine Polymers 0.000 description 2
239000000843 powder Substances 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
239000002002 slurry Substances 0.000 description 2
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
101000852483 Homo sapiens Interleukin-1 receptor-associated kinase 1 Proteins 0.000 description 1
102100036342 Interleukin-1 receptor-associated kinase 1 Human genes 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
101000908657 Rattus norvegicus Deoxyuridine 5'-triphosphate nucleotidohydrolase Proteins 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
238000001994 activation Methods 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
229910052787 antimony Inorganic materials 0.000 description 1
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical group [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
229910052785 arsenic Inorganic materials 0.000 description 1
RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical group [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
238000005341 cation exchange Methods 0.000 description 1
239000003518 caustics Substances 0.000 description 1
238000005056 compaction Methods 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
150000001923 cyclic compounds Chemical class 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
238000000151 deposition Methods 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
238000004821 distillation Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
150000002169 ethanolamines Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
229910052732 germanium Inorganic materials 0.000 description 1
GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical group [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
150000002391 heterocyclic compounds Chemical class 0.000 description 1
229910000398 iron phosphate Inorganic materials 0.000 description 1
WBJZTOZJJYAKHQ-UHFFFAOYSA-K iron(3+) phosphate Chemical compound [Fe+3].[O-]P([O-])([O-])=O WBJZTOZJJYAKHQ-UHFFFAOYSA-K 0.000 description 1
238000002386 leaching Methods 0.000 description 1
229910001960 metal nitrate Inorganic materials 0.000 description 1
LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
231100000572 poisoning Toxicity 0.000 description 1
230000000607 poisoning effect Effects 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
238000007725 thermal activation Methods 0.000 description 1
229910052718 tin Inorganic materials 0.000 description 1
239000010936 titanium Chemical group 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
229910052726 zirconium Chemical group 0.000 description 1

Classifications

- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts

Landscapes

Catalysts (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

CA000444531A 1983-01-03 1983-12-30 Catalyseurs au phosphate supporte, et leur emploi pour la preparation de polyethylenepolyamines lineaires Expired CA1207745A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US45515383A	1983-01-03	1983-01-03
US455,153		1983-01-03

Publications (1)

Publication Number	Publication Date
CA1207745A true CA1207745A (fr)	1986-07-15

Family

ID=23807617

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000444531A Expired CA1207745A (fr)	1983-01-03	1983-12-30	Catalyseurs au phosphate supporte, et leur emploi pour la preparation de polyethylenepolyamines lineaires

Country Status (2)

Country	Link
JP (1)	JPS59150538A (fr)
CA (1)	CA1207745A (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4983736A (en) *	1989-08-08	1991-01-08	Union Carbide Chemicals And Plastic Company Inc.	Amines catalysis using metallic polyphosphate condensation catalysts having a condensed structure
JP5754884B2 (ja) *	2009-12-28	2015-07-29	日揮触媒化成株式会社	リン酸（ただし、リン酸の塩を除く）処理金属酸化物微粒子およびその製造方法、該リン酸（ただし、リン酸の塩を除く）処理金属酸化物微粒子を含む透明被膜形成用塗布液ならびに透明被膜付基材

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US431684A (en) *		1890-07-08		Trolley-pole-supporting mechanism
US4044053A (en) *	1975-06-02	1977-08-23	Texaco Development Corporation	Preparation of polyalkylene polyamines
US4366088A (en) *	1981-01-26	1982-12-28	Ashland Oil, Inc.	Support for a phosphate-containing catalyst

1983
- 1983-12-28 JP JP58245593A patent/JPS59150538A/ja active Granted
- 1983-12-30 CA CA000444531A patent/CA1207745A/fr not_active Expired

Also Published As

Publication number	Publication date
JPH0457B2 (fr)	1992-01-06
JPS59150538A (ja)	1984-08-28

Legal Events

Date	Code	Title	Description
2003-12-30	MKEX	Expiry

Publication	Publication Date	Title
US4609761A (en)	1986-09-02	Continuous preparation of linear polyethylenepolyamines using novel catalysts derived from titania and a trialkyl phosphate or phosphite
US4524143A (en)	1985-06-18	Catalyst for preparation of linear polyethylenepolyamines
US4612397A (en)	1986-09-16	Use of supported phosphate catalysts for preparation of linear polyethylenepolyamines
US4588842A (en)	1986-05-13	Catalytic preparation of linear polyethylenepolyamines
US4584405A (en)	1986-04-22	Activated carbon catalysts and preparation of linear polyethylene polyamines therewith
US4683335A (en)	1987-07-28	Catalytic process for the preparation of linear polyethylenepolyamines with tungstophosphoric acid-or molybdophosphoric acid-on-titania catalysts
US4578519A (en)	1986-03-25	Catalytic synthesis of linear polyethylenepolyamines (polyethylenepolyamine preparation and catalyst)
US4584406A (en)	1986-04-22	Preparation of linear polyethylenepolyamines with modified catalysts
EP0115138B1 (fr)	1988-11-02	Procédé régénérateur pour la préparation de polyéthylènepolyamines linéaires utilisant un catalyseur supporté
US4578518A (en)	1986-03-25	Catalytic (calcined catalyst and) preparation of linear polyethylenepolyamines (therewith)
US4698427A (en)	1987-10-06	Catalytic method for the conjoint manufacture of N-aminoethylpiperazine and tetraethylenepentamine
CA1335447C (fr)	1995-05-02	Preparation de polyethylenepolyamines lineaires par reaction de monoethanolamine avec de l'ethylenediamine en presence d'un catalyseur phosphore-oxyde de titane-oxyde de zirconium
US4555582A (en)	1985-11-26	Catalytic preparation of linear polyethylenepolyamines [with supported catalyst]
US4540822A (en)	1985-09-10	Regenerative process for the preparation of linear polyethylenepolyamines using a supported catalyst
EP0416674B1 (fr)	1996-10-30	Procédé pour la préparation de polyalkylène polyamines
US4983565A (en)	1991-01-08	Catalyst for the preparation of linear polyethylenepolyamines and method of preparing the catalyst
WO1991015458A1 (fr)	1991-10-17	Production selective de triethylenetetramine lineaire et d'aminoethylethanolamine
JPH02243655A (ja)	1990-09-27	線状ポリアルキレンポリアミンへのアルキレンアミンの触媒改質法
EP0412613A2 (fr)	1991-02-13	Catalyse d'amines utilisant des catalyseurs de condensation de phosphates métalliques de structure cyclique
EP0451899A1 (fr)	1991-10-16	Production sélective de la diéthylène triamine et de la aminoéthyléthanolamine
CA1206138A (fr)	1986-06-17	Preparation de polyethylenepolyamines lineaires grace a de nouveaux catalyseurs
US5225598A (en)	1993-07-06	Selective production of linear pentaethylenehexamine and hydroxyethyldiethylenetriamine
CA1207747A (fr)	1986-07-15	Polyethylenepolyamine lineaire, et catalyseur pour sa preparation
CA1207746A (fr)	1986-07-15	Catalyseur modifie pour la preparation de polyethylenepolyamine lineaire
CA1207743A (fr)	1986-07-15	Catalyseur roti, et son emploi pour la preparation de polyethylenepolyamines lineaires