JP2015521663A - 3−(ピペラジン−1−イル)プロパン−1,2−ジオール化合物を用いた液化炭化水素の処理のためのプロセス - Google Patents
3−(ピペラジン−1−イル)プロパン−1,2−ジオール化合物を用いた液化炭化水素の処理のためのプロセス Download PDFInfo
- Publication number
- JP2015521663A JP2015521663A JP2015517352A JP2015517352A JP2015521663A JP 2015521663 A JP2015521663 A JP 2015521663A JP 2015517352 A JP2015517352 A JP 2015517352A JP 2015517352 A JP2015517352 A JP 2015517352A JP 2015521663 A JP2015521663 A JP 2015521663A
- Authority
- JP
- Japan
- Prior art keywords
- propane
- diol
- amine compound
- acid
- amine
- Prior art date
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 34
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 31
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 31
- UXQHRRWIFFJGMQ-UHFFFAOYSA-N 3-piperazin-1-ylpropane-1,2-diol Chemical class OCC(O)CN1CCNCC1 UXQHRRWIFFJGMQ-UHFFFAOYSA-N 0.000 title 1
- 150000001412 amines Chemical class 0.000 claims abstract description 38
- -1 primary amine compound Chemical class 0.000 claims abstract description 30
- 239000007789 gas Substances 0.000 claims abstract description 28
- 239000000203 mixture Chemical group 0.000 claims abstract description 27
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical group CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 21
- 239000002253 acid Substances 0.000 claims abstract description 21
- 230000002745 absorbent Effects 0.000 claims abstract description 10
- 239000002250 absorbent Substances 0.000 claims abstract description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 15
- 239000007864 aqueous solution Substances 0.000 claims description 11
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 9
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 9
- 239000000243 solution Substances 0.000 claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 239000004146 Propane-1,2-diol Substances 0.000 claims description 6
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 6
- 229940043276 diisopropanolamine Drugs 0.000 claims description 6
- 229960004063 propylene glycol Drugs 0.000 claims description 6
- 235000013772 propylene glycol Nutrition 0.000 claims description 6
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 3
- FGLZHYIVVZTBQJ-UHFFFAOYSA-N 2-(dimethylamino)-2-(hydroxymethyl)propane-1,3-diol Chemical compound CN(C)C(CO)(CO)CO FGLZHYIVVZTBQJ-UHFFFAOYSA-N 0.000 claims description 2
- KQIGMPWTAHJUMN-UHFFFAOYSA-N 3-aminopropane-1,2-diol Chemical compound NCC(O)CO KQIGMPWTAHJUMN-UHFFFAOYSA-N 0.000 claims description 2
- WOMTYMDHLQTCHY-UHFFFAOYSA-N 3-methylamino-1,2-propanediol Chemical compound CNCC(O)CO WOMTYMDHLQTCHY-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000007983 Tris buffer Substances 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 2
- 239000004327 boric acid Substances 0.000 claims description 2
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 2
- KIHOFAGVAMNMHH-UHFFFAOYSA-N 2-(hydroxymethyl)-2-(methylamino)propane-1,3-diol Chemical compound CNC(CO)(CO)CO KIHOFAGVAMNMHH-UHFFFAOYSA-N 0.000 claims 1
- JOMNTHCQHJPVAZ-UHFFFAOYSA-N 2-methylpiperazine Chemical compound CC1CNCCN1 JOMNTHCQHJPVAZ-UHFFFAOYSA-N 0.000 claims 1
- WFCSWCVEJLETKA-UHFFFAOYSA-N 2-piperazin-1-ylethanol Chemical compound OCCN1CCNCC1 WFCSWCVEJLETKA-UHFFFAOYSA-N 0.000 claims 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical class SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000003915 liquefied petroleum gas Substances 0.000 description 14
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical group CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- JJWKPURADFRFRB-UHFFFAOYSA-N carbonyl sulfide Chemical compound O=C=S JJWKPURADFRFRB-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- 239000003345 natural gas Substances 0.000 description 3
- 150000004885 piperazines Chemical class 0.000 description 3
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 description 2
- 0 CCN(*)*1CC*(*)CC1 Chemical compound CCN(*)*1CC*(*)CC1 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 2
- 230000001939 inductive effect Effects 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BZOHHLMTCXVRJE-UHFFFAOYSA-N 2-(hydroxymethyl)-1,3-dihydroinden-2-ol Chemical compound C1=CC=C2CC(CO)(O)CC2=C1 BZOHHLMTCXVRJE-UHFFFAOYSA-N 0.000 description 1
- DSSFSAGQNGRBOR-UHFFFAOYSA-N 2-piperazin-2-ylethanol Chemical compound OCCC1CNCCN1 DSSFSAGQNGRBOR-UHFFFAOYSA-N 0.000 description 1
- QBQAHDOKQKMCHM-UHFFFAOYSA-N OCC(CN1CCN(CC(CO)O)CC1)O Chemical compound OCC(CN1CCN(CC(CO)O)CC1)O QBQAHDOKQKMCHM-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 239000002803 fossil fuel Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000003949 liquefied natural gas Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/12—Liquefied petroleum gas
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
- C10G21/12—Organic compounds only
- C10G21/20—Nitrogen-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/20—Organic compounds not containing metal atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
- C10L3/10—Working-up natural gas or synthetic natural gas
- C10L3/101—Removal of contaminants
- C10L3/102—Removal of contaminants of acid contaminants
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2290/00—Fuel preparation or upgrading, processes or apparatus therefore, comprising specific process steps or apparatus units
- C10L2290/54—Specific separation steps for separating fractions, components or impurities during preparation or upgrading of a fuel
- C10L2290/541—Absorption of impurities during preparation or upgrading of a fuel
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Gas Separation By Absorption (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Treating Waste Gases (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
Description
を有する、該工程を含む。
を有する、該工程を含む。
のアミン化合物の水溶液による。
本発明のプロセスは、通常の液体−液体接触装置を用いて、NGL、LPG、またはこれらの混合物などの液化炭化水素ストリームを、本発明の水性混合物と、かかる装置の通常の制限内の操作条件下に接触させることによって容易に実現され得る。一部の最適化条件は、当業者の範囲内にあって、好適に行われるはずであり、アミン溶解度の損失の低減が、既存の操作条件においても経験されるであろうことが期待されよう。そのため、本発明のさらなる利点は、装置、充填、操作条件などにおいて大幅な置換または変更を必要としないことである。したがって、本発明は、さらなる酸性ガス除去容量を必要とするが、高価な資本的拡張への支払いをしたくない精製所にとって特に利益がある。
Claims (9)
- 前記吸収剤水溶液が、約0.1重量%〜90重量%の前記第1アミン化合物を含み、加えて、約1重量%〜90重量%の第2アミン化合物を含む、請求項1に記載の方法。
- 前記吸収剤水溶液が、約0.1重量%〜50重量%の前記第1アミン化合物および約5重量%〜50重量%の第2アミン化合物を含む、請求項1に記載の方法。
- R1が水素である、請求項1に記載の方法。
- R1およびR2がプロパン−2,3−ジオールである、請求項1に記載の方法。
- 前記酸性ガスが、CO2、H2S、メルカプタン化合物、COS、CS2、およびこれらの混合物からなる群から選択される1種以上のガスを含む、請求項1に記載の方法。
- 前記水溶液が、ピペラジン、2−メチルピペラジン、2−ヒドロキシエチルピペラジンおよびこれらの混合物からなる群から選択されるピペラジン化合物を含む第2アミン化合物を含む、請求項1に記載の方法。
- 前記吸収剤水溶液が、トリエタノールアミン、ジエタノールアミン、メチルジエタノールアミン、ジイソプロパノールアミン、2−アミノ−2−(ヒドロキシメチル)プロパン−1,3−ジオール、2−メチルアミノ−2−(ヒドロキシメチル)プロパン−1,3−ジオール、2−ジメチルアミノ−2−(ヒドロキシメチル)プロパン−1,3−ジオール、3−(2−(ヒドロキシエチル)メチルアミノ)プロパン−1,2−ジオール、3−(メチルアミノ)ビス(プロパン−1,2−ジオール)、3−(アミノ)トリス(プロパン−1,2−ジオール)、3−(メチルアミノ)プロパン−1,2−ジオール、3−(アミノ)プロパン−1,2−ジオール、3−(アミノ)ビス(プロパン−1,2−ジオール)およびこれらの混合物からなる群から選択される化合物を含む第2アミン化合物を含む、請求項1に記載の方法。
- 前記吸収剤水溶液が酸を含み、前記酸が、ホウ酸、塩酸、硫酸、リン酸およびこれらの混合物からなる群から選択される、請求項1に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201261660175P | 2012-06-15 | 2012-06-15 | |
US61/660,175 | 2012-06-15 | ||
PCT/US2013/045141 WO2013188375A1 (en) | 2012-06-15 | 2013-06-11 | Process for the treatment of liquefied hydrocarbons using 3-(piperazine-1-yl) propane-1,2-diol compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2015521663A true JP2015521663A (ja) | 2015-07-30 |
JP6077650B2 JP6077650B2 (ja) | 2017-02-08 |
Family
ID=48670858
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015517352A Active JP6077650B2 (ja) | 2012-06-15 | 2013-06-11 | 3−(ピペラジン−1−イル)プロパン−1,2−ジオール化合物を用いた液化炭化水素の処理のためのプロセス |
Country Status (11)
Country | Link |
---|---|
US (1) | US9518240B2 (ja) |
EP (1) | EP2861699B1 (ja) |
JP (1) | JP6077650B2 (ja) |
AR (1) | AR092332A1 (ja) |
BR (1) | BR112014029839A2 (ja) |
CA (1) | CA2876683A1 (ja) |
CO (1) | CO7160054A2 (ja) |
MX (1) | MX345138B (ja) |
PT (1) | PT2861699T (ja) |
RU (1) | RU2640262C2 (ja) |
WO (1) | WO2013188375A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2018144022A (ja) * | 2017-03-03 | 2018-09-20 | 東ソー株式会社 | 高分子膜、及びその製造方法、並びに二酸化炭素の分離方法 |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9732298B2 (en) * | 2012-06-15 | 2017-08-15 | Dow Global Technologies Llc | Process for the treatment of liquefied hydrocarbon gas using 3-(amino) propane-1,2-diol compounds |
US9708557B2 (en) * | 2012-06-15 | 2017-07-18 | Dow Global Technologies Llc | Process for the treatment of liquefied hydrocarbon gas using 2-amino-2(hydroxymethyl) propane-1,3-diol compounds |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006523255A (ja) * | 2003-03-21 | 2006-10-12 | ダウ グローバル テクノロジーズ インコーポレイティド | 硫化カルボニルを含む酸性ガスからそれを除去する改良された組成物及び方法 |
US20100192770A1 (en) * | 2009-02-02 | 2010-08-05 | Basf Se | Cyclic-amine-comprising absorption medium for removing acid gases |
WO2013188367A1 (en) * | 2012-06-15 | 2013-12-19 | Dow Global Technologies Llc | Process for the treatment of liquefied hydrocarbon gas using 2 -amino -2 (hydroxymethyl) propane - 1, 3 - diol compounds |
WO2013188361A1 (en) * | 2012-06-15 | 2013-12-19 | Dow Global Technologies Llc | Process for the treatment of liquefied hydrocarbons using 3-(amino) propane-1,2-diol compounds |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4808765A (en) | 1987-07-17 | 1989-02-28 | The Dow Chemical Company | Sulfur removal from hydrocarbons |
GB8824943D0 (en) | 1988-10-25 | 1988-11-30 | Shell Int Research | Removing hydrogen sulphide from gas mixture |
FR2688224A1 (fr) | 1992-02-24 | 1993-09-10 | Shell Int Research | Procede de traitement des gaz de petrole liquefies acides. |
US5877386A (en) * | 1995-10-05 | 1999-03-02 | Union Carbide Chemicals & Plastics Technology Corporation | Method for sweetening of liquid petroleum gas by contacting with tea and another amine |
US6344949B1 (en) | 1999-07-13 | 2002-02-05 | International Business Machines Corporation | Flying height adjustment for air bearing sliders |
AU2003900534A0 (en) * | 2003-02-07 | 2003-02-20 | Shell Internationale Research Maatschappij B.V. | Process and apparatus for removal of a contaminant from a natural gas feed stream |
DE10306254A1 (de) | 2003-02-14 | 2004-08-26 | Basf Ag | Absorptionsmittel und Verfahren zur Entfernung saurer Gase aus Fluiden |
US8178539B2 (en) * | 2006-09-06 | 2012-05-15 | 3M Innovative Properties Company | Substituted 3,4,6,7-tetrahydro-5H-1,2a,4a,8-tetraazacyclopenta[cd]phenalenes and methods |
FR2934172B1 (fr) | 2008-07-28 | 2011-10-28 | Inst Francais Du Petrole | Solution absorbante a base de n,n,n'n'-tetramethylhexane -1,6-diamine et procede d'elimination de composes acides d'un effluent gazeux |
-
2013
- 2013-06-11 BR BR112014029839A patent/BR112014029839A2/pt active Search and Examination
- 2013-06-11 US US14/399,799 patent/US9518240B2/en active Active
- 2013-06-11 JP JP2015517352A patent/JP6077650B2/ja active Active
- 2013-06-11 MX MX2014015431A patent/MX345138B/es active IP Right Grant
- 2013-06-11 CA CA2876683A patent/CA2876683A1/en not_active Abandoned
- 2013-06-11 EP EP13730777.3A patent/EP2861699B1/en not_active Not-in-force
- 2013-06-11 RU RU2015101098A patent/RU2640262C2/ru not_active IP Right Cessation
- 2013-06-11 PT PT137307773T patent/PT2861699T/pt unknown
- 2013-06-11 WO PCT/US2013/045141 patent/WO2013188375A1/en active Application Filing
- 2013-06-14 AR ARP130102113A patent/AR092332A1/es active IP Right Grant
-
2014
- 2014-12-12 CO CO14274239A patent/CO7160054A2/es unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006523255A (ja) * | 2003-03-21 | 2006-10-12 | ダウ グローバル テクノロジーズ インコーポレイティド | 硫化カルボニルを含む酸性ガスからそれを除去する改良された組成物及び方法 |
US20100192770A1 (en) * | 2009-02-02 | 2010-08-05 | Basf Se | Cyclic-amine-comprising absorption medium for removing acid gases |
WO2013188367A1 (en) * | 2012-06-15 | 2013-12-19 | Dow Global Technologies Llc | Process for the treatment of liquefied hydrocarbon gas using 2 -amino -2 (hydroxymethyl) propane - 1, 3 - diol compounds |
WO2013188361A1 (en) * | 2012-06-15 | 2013-12-19 | Dow Global Technologies Llc | Process for the treatment of liquefied hydrocarbons using 3-(amino) propane-1,2-diol compounds |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2018144022A (ja) * | 2017-03-03 | 2018-09-20 | 東ソー株式会社 | 高分子膜、及びその製造方法、並びに二酸化炭素の分離方法 |
JP7030490B2 (ja) | 2017-03-03 | 2022-03-07 | 東ソー株式会社 | 高分子膜、及びその製造方法、並びに二酸化炭素の分離方法 |
Also Published As
Publication number | Publication date |
---|---|
PT2861699T (pt) | 2016-12-27 |
EP2861699A1 (en) | 2015-04-22 |
MX2014015431A (es) | 2015-03-05 |
BR112014029839A2 (pt) | 2017-06-27 |
RU2015101098A (ru) | 2016-08-10 |
EP2861699B1 (en) | 2016-10-19 |
MX345138B (es) | 2017-01-18 |
AR092332A1 (es) | 2015-04-15 |
CN104379704A (zh) | 2015-02-25 |
CA2876683A1 (en) | 2013-12-19 |
CO7160054A2 (es) | 2015-01-15 |
WO2013188375A1 (en) | 2013-12-19 |
JP6077650B2 (ja) | 2017-02-08 |
US20150126793A1 (en) | 2015-05-07 |
US9518240B2 (en) | 2016-12-13 |
RU2640262C2 (ru) | 2017-12-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
AU2006325350B2 (en) | Process for the recovery of carbon dioxide | |
JP6133978B2 (ja) | 2−アミノ−2(ヒドロキシメチル)プロパン−1,3−ジオール化合物を用いた液化炭化水素ガスの処理のためのプロセス | |
US9834734B2 (en) | Acid gas removal process by absorbent solution comprising amine compounds | |
RU2635620C2 (ru) | Водная композиция с алканоламином и способ удаления кислых газов из газовых смесей | |
US9421492B2 (en) | Aminopyridine derivatives for removal of hydrogen sulfide from a gas mixture | |
JP2016536389A (ja) | 選択的h2s除去のための混成溶媒配合物 | |
WO2015031484A1 (en) | Gas sweetening solvents containing quaternary ammonium salts | |
JP6077650B2 (ja) | 3−(ピペラジン−1−イル)プロパン−1,2−ジオール化合物を用いた液化炭化水素の処理のためのプロセス | |
JP6185576B2 (ja) | 3−(アミノ)プロパン−1,2−ジオール化合物を用いた液化炭化水素の処理のためのプロセス | |
CN107580523B (zh) | 水性烷醇胺组合物和从气态混合物中选择性去除硫化氢的方法 | |
CN104379704B (zh) | 使用3-(哌嗪-1-基)丙-1,2-二醇化合物处理液化烃的方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20150714 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20160513 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20161207 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20161213 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20170112 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6077650 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |