KR100332222B1 - 중질 알킬레이트의 제조방법 및 이의 용도 - Google Patents
중질 알킬레이트의 제조방법 및 이의 용도 Download PDFInfo
- Publication number
- KR100332222B1 KR100332222B1 KR1019990022710A KR19990022710A KR100332222B1 KR 100332222 B1 KR100332222 B1 KR 100332222B1 KR 1019990022710 A KR1019990022710 A KR 1019990022710A KR 19990022710 A KR19990022710 A KR 19990022710A KR 100332222 B1 KR100332222 B1 KR 100332222B1
- Authority
- KR
- South Korea
- Prior art keywords
- isobutane
- alkylate
- heavy
- prepared
- olefin
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 26
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims abstract description 111
- 239000001282 iso-butane Substances 0.000 claims abstract description 55
- 150000001336 alkenes Chemical class 0.000 claims abstract description 39
- 239000002904 solvent Substances 0.000 claims abstract description 35
- 239000003377 acid catalyst Substances 0.000 claims abstract description 8
- 238000004821 distillation Methods 0.000 claims description 39
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 26
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 20
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 abstract description 4
- 235000013847 iso-butane Nutrition 0.000 description 52
- 239000002994 raw material Substances 0.000 description 21
- SGVYKUFIHHTIFL-UHFFFAOYSA-N 2-methylnonane Chemical compound CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 10
- 238000000926 separation method Methods 0.000 description 10
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 9
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 7
- GXDHCNNESPLIKD-UHFFFAOYSA-N 2-methylhexane Natural products CCCCC(C)C GXDHCNNESPLIKD-UHFFFAOYSA-N 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 5
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 3
- ZUBZATZOEPUUQF-UHFFFAOYSA-N isononane Chemical compound CCCCCCC(C)C ZUBZATZOEPUUQF-UHFFFAOYSA-N 0.000 description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
- 239000006200 vaporizer Substances 0.000 description 3
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000003254 gasoline additive Substances 0.000 description 2
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 229920001684 low density polyethylene Polymers 0.000 description 2
- 239000004702 low-density polyethylene Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- QPJSUIGXIBEQAC-UHFFFAOYSA-N n-(2,4-dichloro-5-propan-2-yloxyphenyl)acetamide Chemical compound CC(C)OC1=CC(NC(C)=O)=C(Cl)C=C1Cl QPJSUIGXIBEQAC-UHFFFAOYSA-N 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C2/16—Acids of sulfur; Salts thereof; Sulfur oxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
비교예 1 | 실시예 1 | 실시예 2 | 실시예 3 | |
올레핀 원료 물량, ㎘/hr | 40 | 40 | 40 | 40 |
이소부탄분리탑에서 회수물량, ㎘/hr | 100 | 70 | 60 | 40 |
기화기에서 회수 물량, ㎘/hr | 100 | 100 | 90 | 70 |
C4 혼합유분 물량, ㎘/hr | 35 | 13 | 6 | 0 |
원료중 이소부탄과 올레핀 부피비율 | 9.1 | 4.3 | 2.4 | 0.7 |
반응기 온도, ℃ | 7 | 9 | 10 | 12 |
반응기 압력, kg/cm2 | 4.5 | 4.5 | 4.5 | 4.5 |
황산 농도, % | 90∼94 | 88∼90 | 88∼90 | 88∼90 |
비교예 1 | 실시예 1 | 실시예 2 | 실시예 3 | |
이소부탄 | 2.85 | 1.61 | 0.69 | 0.00 |
노말부탄 | 0.06 | 0.06 | 0.03 | 0.03 |
이소펜탄 | 3.66 | 6.62 | 7.48 | 3.72 |
이소헥산 | 4.26 | 6.64 | 7.41 | 4.08 |
이소헵탄 | 4.22 | 6.11 | 6.70 | 4.76 |
이소옥탄 | 76.27 | 60.70 | 42.59 | 14.99 |
C9 이상의 이소파라핀 | 8.68 | 18.26 | 35.10 | 72.42 |
합계 | 100 | 100 | 100 | 100 |
실시예 4 | 실시예 5 | 실시예 6 | 실시예 7 | |
이소헵탄 | 6.3 | |||
이소옥탄 | 93.7 | 65.0 | ||
이소노난 | 28.4 | |||
이소데칸 | 6.6 | 38.9 | ||
이소운데칸 | 39.6 | 16.1 | ||
이소도데칸 | 21.5 | 83.3 | ||
C13 이상의 이소파라핀 | 0.6 | |||
합계 | 100 | 100 | 100 | 100 |
Claims (3)
- C3 및 C4 올레핀 및 이소부탄을 산 촉매하에서 반응시켜 제조된 알킬레이트에 있어서, 상기 이소부탄 대 올레핀의 부피비를 0.5 : 1∼5 : 1로 조절하고, 반응온도를 0∼30℃로 하여 제조되며, 상기 알킬레이트가 10∼70 중량%의 C9 이상의 이소파라핀 성분 및 30∼90 중량%의 C8 이하의 이소파라핀 성분을 포함하는 것을 특징으로 하는 중질 알킬레이트의 제조방법.
- 제1항에 있어서, 상기 산이 황산 또는 불산인 것을 특징으로 하는 중질 알킬레이트의 제조방법.
- 제1항에 따라 제조된 중질 알킬레이트를 0.1∼5kg/㎠의 압력 및 50∼300℃의 온도조건 하에서의 증류 공정을 통하여 경질 또는 중질 이소파라핀 용제를 제조하는 방법.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019990022710A KR100332222B1 (ko) | 1999-06-17 | 1999-06-17 | 중질 알킬레이트의 제조방법 및 이의 용도 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019990022710A KR100332222B1 (ko) | 1999-06-17 | 1999-06-17 | 중질 알킬레이트의 제조방법 및 이의 용도 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR20010002750A KR20010002750A (ko) | 2001-01-15 |
KR100332222B1 true KR100332222B1 (ko) | 2002-04-12 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019990022710A KR100332222B1 (ko) | 1999-06-17 | 1999-06-17 | 중질 알킬레이트의 제조방법 및 이의 용도 |
Country Status (1)
Country | Link |
---|---|
KR (1) | KR100332222B1 (ko) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3865896A (en) * | 1973-11-05 | 1975-02-11 | Texaco Inc | Alkylation catalyst additive |
US3867475A (en) * | 1973-03-21 | 1975-02-18 | Texaco Inc | Isoparaffin alkylation |
US4180696A (en) * | 1978-10-23 | 1979-12-25 | Texaco Inc. | Converting reactive impurities in isobutane charge stream with catalyst phase in sulfuric acid alkylation |
US4243830A (en) * | 1979-08-27 | 1981-01-06 | Uop Inc. | Alkylation process |
US5583275A (en) * | 1994-08-19 | 1996-12-10 | Stratco, Inc. | Alkylation of olefins utilizing mixtures of isoparaffins |
-
1999
- 1999-06-17 KR KR1019990022710A patent/KR100332222B1/ko not_active IP Right Cessation
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3867475A (en) * | 1973-03-21 | 1975-02-18 | Texaco Inc | Isoparaffin alkylation |
US3865896A (en) * | 1973-11-05 | 1975-02-11 | Texaco Inc | Alkylation catalyst additive |
US4180696A (en) * | 1978-10-23 | 1979-12-25 | Texaco Inc. | Converting reactive impurities in isobutane charge stream with catalyst phase in sulfuric acid alkylation |
US4243830A (en) * | 1979-08-27 | 1981-01-06 | Uop Inc. | Alkylation process |
US5583275A (en) * | 1994-08-19 | 1996-12-10 | Stratco, Inc. | Alkylation of olefins utilizing mixtures of isoparaffins |
Also Published As
Publication number | Publication date |
---|---|
KR20010002750A (ko) | 2001-01-15 |
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