DD141022A5 - Verfahren zur herstellung von furanverbindungen - Google Patents

Verfahren zur herstellung von furanverbindungen Download PDF

Info

Publication number: DD141022A5
Authority: DD; German Democratic Republic
Prior art keywords: item; catalyst; reaction; solvent; alkyl
Prior art date: 1978-01-03

Application number

DD21032079A

Other languages

German (de)

English (en)

Inventor

Daniel R Herrington

Albert P Schwerko

Original Assignee

Standard Oil Co Ohio

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.)

1978-01-03

Filing date

1979-01-03

Publication date

1980-04-09

1979-01-03 Application filed by Standard Oil Co Ohio filed Critical Standard Oil Co Ohio

1980-04-09 Publication of DD141022A5 publication Critical patent/DD141022A5/de

Links

150000001875 compounds Chemical class 0.000 title claims description 11
238000004519 manufacturing process Methods 0.000 title description 2
239000003054 catalyst Substances 0.000 claims abstract description 31
238000000034 method Methods 0.000 claims abstract description 31
150000002240 furans Chemical class 0.000 claims abstract description 15
-1 diolefin hydrocarbons Chemical class 0.000 claims abstract description 8
239000007791 liquid phase Substances 0.000 claims abstract description 7
239000000203 mixture Substances 0.000 claims abstract description 6
238000002360 preparation method Methods 0.000 claims abstract description 6
239000003960 organic solvent Substances 0.000 claims abstract description 5
229930195733 hydrocarbon Natural products 0.000 claims abstract description 4
125000002015 acyclic group Chemical group 0.000 claims abstract description 3
238000006243 chemical reaction Methods 0.000 claims description 33
YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 24
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 14
150000001993 dienes Chemical class 0.000 claims description 14
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 11
229910052760 oxygen Inorganic materials 0.000 claims description 11
239000001301 oxygen Substances 0.000 claims description 11
239000002904 solvent Substances 0.000 claims description 9
125000004432 carbon atom Chemical group C* 0.000 claims description 8
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 7
229910052723 transition metal Inorganic materials 0.000 claims description 7
150000003624 transition metals Chemical class 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 4
238000009835 boiling Methods 0.000 claims description 4
239000007810 chemical reaction solvent Substances 0.000 claims description 4
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 3
150000001336 alkenes Chemical class 0.000 claims description 3
230000000737 periodic effect Effects 0.000 claims description 3
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 2
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
150000001450 anions Chemical group 0.000 claims description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
229910002091 carbon monoxide Inorganic materials 0.000 claims description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 2
229910052732 germanium Inorganic materials 0.000 claims description 2
GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical class 0.000 claims description 2
150000004678 hydrides Chemical group 0.000 claims description 2
150000002430 hydrocarbons Chemical class 0.000 claims description 2
229910052738 indium Inorganic materials 0.000 claims description 2
239000003446 ligand Substances 0.000 claims description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 2
229910052753 mercury Inorganic materials 0.000 claims description 2
150000007522 mineralic acids Chemical class 0.000 claims description 2
239000013110 organic ligand Substances 0.000 claims description 2
239000012188 paraffin wax Substances 0.000 claims description 2
229910052710 silicon Inorganic materials 0.000 claims description 2
239000010703 silicon Substances 0.000 claims description 2
229910052716 thallium Inorganic materials 0.000 claims description 2
BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 claims description 2
229910052718 tin Inorganic materials 0.000 claims description 2
150000005671 trienes Chemical class 0.000 claims description 2
239000012190 activator Substances 0.000 claims 1
MVPPADPHJFYWMZ-IDEBNGHGSA-N chlorobenzene Chemical group Cl[13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1 MVPPADPHJFYWMZ-IDEBNGHGSA-N 0.000 claims 1
150000003212 purines Chemical class 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 abstract description 7
239000006227 byproduct Substances 0.000 abstract description 3
230000003197 catalytic effect Effects 0.000 abstract description 2
239000007788 liquid Substances 0.000 abstract description 2
238000007254 oxidation reaction Methods 0.000 description 10
239000000047 product Substances 0.000 description 9
230000003647 oxidation Effects 0.000 description 8
150000003254 radicals Chemical class 0.000 description 6
239000012429 reaction media Substances 0.000 description 4
229910001220 stainless steel Inorganic materials 0.000 description 4
239000010935 stainless steel Substances 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
ARGCQEVBJHPOGB-UHFFFAOYSA-N 2,5-dihydrofuran Chemical compound C1OCC=C1 ARGCQEVBJHPOGB-UHFFFAOYSA-N 0.000 description 2
VQKFNUFAXTZWDK-UHFFFAOYSA-N 2-Methylfuran Chemical compound CC1=CC=CO1 VQKFNUFAXTZWDK-UHFFFAOYSA-N 0.000 description 2
KJRRQXYWFQKJIP-UHFFFAOYSA-N 3-methylfuran Chemical compound CC=1C=COC=1 KJRRQXYWFQKJIP-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical class CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 2
MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 2
ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
239000000543 intermediate Substances 0.000 description 2
239000000463 material Substances 0.000 description 2
150000002739 metals Chemical class 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
239000007858 starting material Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
YHHHHJCAVQSFMJ-FNORWQNLSA-N (3e)-deca-1,3-diene Chemical compound CCCCCC\C=C\C=C YHHHHJCAVQSFMJ-FNORWQNLSA-N 0.000 description 1
AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 description 1
PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
OKYQOKFZRFUBJX-UHFFFAOYSA-N 2,5-diethylfuran Chemical compound CCC1=CC=C(CC)O1 OKYQOKFZRFUBJX-UHFFFAOYSA-N 0.000 description 1
XBLCAKKYMZVLPU-UHFFFAOYSA-N 2-hexylfuran Chemical compound CCCCCCC1=CC=CO1 XBLCAKKYMZVLPU-UHFFFAOYSA-N 0.000 description 1
STBHXKUUJQCHCR-UHFFFAOYSA-N 3-butyl-4-methylfuran Chemical compound CCCCC1=COC=C1C STBHXKUUJQCHCR-UHFFFAOYSA-N 0.000 description 1
NZDWYSQVBKRCLV-UHFFFAOYSA-N 3-methyl-2-propan-2-ylfuran Chemical compound CC(C)C=1OC=CC=1C NZDWYSQVBKRCLV-UHFFFAOYSA-N 0.000 description 1
HPYIUKIBUJFXII-UHFFFAOYSA-N Cyclopentadienyl radical Chemical compound [CH]1C=CC=C1 HPYIUKIBUJFXII-UHFFFAOYSA-N 0.000 description 1
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
229910017339 Mo—Sn Inorganic materials 0.000 description 1
229910003986 SicO Inorganic materials 0.000 description 1
229910052770 Uranium Inorganic materials 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
125000003277 amino group Chemical group 0.000 description 1
239000011260 aqueous acid Substances 0.000 description 1
239000012431 aqueous reaction media Substances 0.000 description 1
238000003763 carbonization Methods 0.000 description 1
239000007806 chemical reaction intermediate Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
230000009849 deactivation Effects 0.000 description 1
229910001882 dioxygen Inorganic materials 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000002638 heterogeneous catalyst Substances 0.000 description 1
239000002815 homogeneous catalyst Substances 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
UCAOGXRUJFKQAP-UHFFFAOYSA-N n,n-dimethyl-5-nitropyridin-2-amine Chemical compound CN(C)C1=CC=C([N+]([O-])=O)C=N1 UCAOGXRUJFKQAP-UHFFFAOYSA-N 0.000 description 1
125000002524 organometallic group Chemical group 0.000 description 1
PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
239000010453 quartz Substances 0.000 description 1
238000007348 radical reaction Methods 0.000 description 1
230000008707 rearrangement Effects 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000012260 resinous material Substances 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
150000003609 titanium compounds Chemical class 0.000 description 1
230000007704 transition Effects 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Landscapes

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

DD21032079A 1978-01-03 1979-01-03 Verfahren zur herstellung von furanverbindungen DD141022A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US86631378A	1978-01-03	1978-01-03

Publications (1)

Publication Number	Publication Date
DD141022A5 true DD141022A5 (de)	1980-04-09

Family

ID=25347341

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD21032079A DD141022A5 (de)	1978-01-03	1979-01-03	Verfahren zur herstellung von furanverbindungen

Country Status (10)

Country	Link
JP (1)	JPS54100365A (fr)
BG (1)	BG30177A3 (fr)
BR (1)	BR7808621A (fr)
CA (1)	CA1113479A (fr)
DD (1)	DD141022A5 (fr)
ES (1)	ES476490A1 (fr)
NO (1)	NO790010L (fr)
PT (1)	PT69011A (fr)
RO (1)	RO76125A (fr)
YU (1)	YU313678A (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP5108318B2 (ja) *	2007-02-01	2012-12-26	昭和シェル石油株式会社	新規な有機モリブデン化合物
JP5108319B2 (ja) *	2007-02-01	2012-12-26	昭和シェル石油株式会社	有機モリブデン化合物よりなる摩擦調整剤およびそれを含む潤滑組成物
JP5395935B2 (ja) *	2012-08-31	2014-01-22	昭和シェル石油株式会社	有機モリブデン化合物よりなる摩擦調整剤およびそれを含む潤滑組成物

1978
- 1978-12-20 CA CA318,274A patent/CA1113479A/fr not_active Expired
- 1978-12-28 JP JP16444878A patent/JPS54100365A/ja active Pending
- 1978-12-29 ES ES476490A patent/ES476490A1/es not_active Expired
- 1978-12-29 BR BR7808621A patent/BR7808621A/pt unknown
- 1978-12-29 PT PT6901178A patent/PT69011A/pt unknown
- 1978-12-29 YU YU313678A patent/YU313678A/xx unknown
- 1978-12-29 RO RO7896126A patent/RO76125A/fr unknown
1979
- 1979-01-02 NO NO790010A patent/NO790010L/no unknown
- 1979-01-02 BG BG041937A patent/BG30177A3/xx unknown
- 1979-01-03 DD DD21032079A patent/DD141022A5/de unknown

Also Published As

Publication number	Publication date
NO790010L (no)	1979-07-04
JPS54100365A (en)	1979-08-08
RO76125A (fr)	1982-07-06
ES476490A1 (es)	1979-07-16
PT69011A (en)	1979-01-01
YU313678A (en)	1983-02-28
BG30177A3 (en)	1981-04-15
CA1113479A (fr)	1981-12-01
BR7808621A (pt)	1979-08-07

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