CA2026488C - Methode d'isolement du brai de phase mesomorphe - Google Patents

Methode d'isolement du brai de phase mesomorphe Download PDF

Info

Publication number: CA2026488C
Authority: CA; Canada
Prior art keywords: pitch; mesogens; solvent; mesophase; aromatics
Prior art date: 1990-09-28
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 - Fee Related

Application number

CA 2026488

Other languages

English (en)

Other versions

CA2026488A1 (fr

Inventor

Hugh E. Romine

James R. Mcconaghy, Jr.

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.)

ConocoPhillips Co

Original Assignee

Conoco Inc

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.)

1990-09-28

Filing date

1990-09-28

Publication date

2001-05-15

1990-09-28 Application filed by Conoco Inc filed Critical Conoco Inc

1990-09-28 Priority to CA 2026488 priority Critical patent/CA2026488C/fr

1992-03-29 Publication of CA2026488A1 publication Critical patent/CA2026488A1/fr

2001-05-15 Application granted granted Critical

2001-05-15 Publication of CA2026488C publication Critical patent/CA2026488C/fr

2010-09-28 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims description 70
230000008569 process Effects 0.000 title claims description 59
239000011302 mesophase pitch Substances 0.000 title claims description 33
239000002904 solvent Substances 0.000 claims abstract description 126
230000004907 flux Effects 0.000 claims abstract description 34
239000000203 mixture Substances 0.000 claims abstract description 25
238000005191 phase separation Methods 0.000 claims abstract description 9
239000011295 pitch Substances 0.000 claims description 121
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 52
238000002791 soaking Methods 0.000 claims description 23
238000001914 filtration Methods 0.000 claims description 19
229920000049 Carbon (fiber) Polymers 0.000 claims description 8
239000004917 carbon fiber Substances 0.000 claims description 8
239000000835 fiber Substances 0.000 claims description 6
238000002360 preparation method Methods 0.000 claims description 5
150000002390 heteroarenes Chemical class 0.000 claims description 4
239000011301 petroleum pitch Substances 0.000 claims description 4
239000008096 xylene Substances 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 3
238000003763 carbonization Methods 0.000 claims description 2
238000002074 melt spinning Methods 0.000 claims description 2
230000006641 stabilisation Effects 0.000 claims description 2
238000011105 stabilization Methods 0.000 claims description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 3
125000001475 halogen functional group Chemical group 0.000 claims 3
239000000047 product Substances 0.000 description 21
239000007789 gas Substances 0.000 description 15
238000002844 melting Methods 0.000 description 15
230000008018 melting Effects 0.000 description 15
239000012071 phase Substances 0.000 description 14
239000000463 material Substances 0.000 description 13
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 10
238000000926 separation method Methods 0.000 description 10
238000005194 fractionation Methods 0.000 description 9
238000013019 agitation Methods 0.000 description 7
125000003118 aryl group Chemical group 0.000 description 6
239000007788 liquid Substances 0.000 description 6
238000011282 treatment Methods 0.000 description 6
239000012296 anti-solvent Substances 0.000 description 5
230000000694 effects Effects 0.000 description 5
239000003208 petroleum Substances 0.000 description 5
239000002244 precipitate Substances 0.000 description 5
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
238000002156 mixing Methods 0.000 description 4
230000001590 oxidative effect Effects 0.000 description 4
239000007787 solid Substances 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
239000003245 coal Substances 0.000 description 3
239000011269 tar Substances 0.000 description 3
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
239000010426 asphalt Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
238000005119 centrifugation Methods 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
239000012530 fluid Substances 0.000 description 2
150000008282 halocarbons Chemical class 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
239000004973 liquid crystal related substance Substances 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
239000003921 oil Substances 0.000 description 2
239000002243 precursor Substances 0.000 description 2
238000010926 purge Methods 0.000 description 2
238000011084 recovery Methods 0.000 description 2
238000000638 solvent extraction Methods 0.000 description 2
239000011877 solvent mixture Substances 0.000 description 2
238000003860 storage Methods 0.000 description 2
UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 1
QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical class C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 1
WPDAVTSOEQEGMS-UHFFFAOYSA-N 9,10-dihydroanthracene Chemical compound C1=CC=C2CC3=CC=CC=C3CC2=C1 WPDAVTSOEQEGMS-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000011337 anisotropic pitch Substances 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
239000003575 carbonaceous material Substances 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000004523 catalytic cracking Methods 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
AFYPFACVUDMOHA-UHFFFAOYSA-N chlorotrifluoromethane Chemical compound FC(F)(F)Cl AFYPFACVUDMOHA-UHFFFAOYSA-N 0.000 description 1
239000011294 coal tar pitch Substances 0.000 description 1
239000000571 coke Substances 0.000 description 1
239000002131 composite material Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000005336 cracking Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
238000010586 diagram Methods 0.000 description 1
238000007865 diluting Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
239000000295 fuel oil Substances 0.000 description 1
230000005484 gravity Effects 0.000 description 1
238000010191 image analysis Methods 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
230000003993 interaction Effects 0.000 description 1
230000016507 interphase Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
238000005086 pumping Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000007670 refining Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000002787 reinforcement Effects 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
239000011343 solid material Substances 0.000 description 1
239000007790 solid phase Substances 0.000 description 1
230000007928 solubilization Effects 0.000 description 1
238000005063 solubilization Methods 0.000 description 1
230000003381 solubilizing effect Effects 0.000 description 1
238000009987 spinning Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
238000004227 thermal cracking Methods 0.000 description 1
239000010409 thin film Substances 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Landscapes

Working-Up Tar And Pitch (AREA)

CA 2026488 1990-09-28 1990-09-28 Methode d'isolement du brai de phase mesomorphe Expired - Fee Related CA2026488C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA 2026488 CA2026488C (fr)	1990-09-28	1990-09-28	Methode d'isolement du brai de phase mesomorphe

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA 2026488 CA2026488C (fr)	1990-09-28	1990-09-28	Methode d'isolement du brai de phase mesomorphe

Publications (2)

Publication Number	Publication Date
CA2026488A1 CA2026488A1 (fr)	1992-03-29
CA2026488C true CA2026488C (fr)	2001-05-15

Family

ID=4146067

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2026488 Expired - Fee Related CA2026488C (fr)	1990-09-28	1990-09-28	Methode d'isolement du brai de phase mesomorphe

Country Status (1)

Country	Link
CA (1)	CA2026488C (fr)

1990
- 1990-09-28 CA CA 2026488 patent/CA2026488C/fr not_active Expired - Fee Related

Also Published As

Publication number	Publication date
CA2026488A1 (fr)	1992-03-29

Legal Events

Date	Code	Title	Description
1997-08-11	EEER	Examination request
2005-09-28	MKLA	Lapsed

Publication	Publication Date	Title
US5032250A (en)	1991-07-16	Process for isolating mesophase pitch
EP0643755B1 (fr)	1997-02-12	Procede de production de brai mesophase solvate, et articles en carbone obtenus a partir de ce dernier
JP2997060B2 (ja)	2000-01-11	溶媒和メソフェーズピッチ
US5437780A (en)	1995-08-01	Process for making solvated mesophase pitch
AU594769B2 (en)	1990-03-15	Process for the preparation of mesophase pitches
US5489374A (en)	1996-02-06	Process for isolating mesophase pitch
JPH0258317B2 (fr)	1990-12-07
JPH0340076B2 (fr)	1991-06-17
GB2319780A (en)	1998-06-03	Organometallic containing mesophase pitches for spinning into pitch carbon fibres
MXPA97003289A (en)	1997-08-01	Process to insulate pez mesofas
US5501788A (en)	1996-03-26	Self-stabilizing pitch for carbon fiber manufacture
JP2980619B2 (ja)	1999-11-22	等方性ピッチからメソフェーズピッチを生成する方法
US4427531A (en)	1984-01-24	Process for deasphaltenating cat cracker bottoms and for production of anisotropic pitch
EP0119100A2 (fr)	1984-09-19	Procédé pour préparer un produit de brai pouvant être filé
JP3051155B2 (ja)	2000-06-12	メソフェーズピッチの単離方法
US4522701A (en)	1985-06-11	Process for preparing an anisotropic aromatic pitch
KR20240001236A (ko)	2024-01-03	용매 탈아스팔트화를 통해 다양한 용매 sbn에 의한 메조상 연화점 및 생산 수율의 조절
US4414096A (en)	1983-11-08	Carbon precursor by hydroheat-soaking of steam cracker tar
CA2238024C (fr)	2002-11-12	Brai auto-stabilisant pour la production de fibres de carbone
DE69033680T2 (de)	2001-05-03	Verfahren zum Isolieren von Mesophasenpech
CN1162973A (zh)	1997-10-22	分离中间相沥青的方法
AU723862B2 (en)	2000-09-07	Solvated mesophase pitches
JPS6251997B2 (fr)	1987-11-02