JP2017537771A - ガス状混合物からの酸性ガス除去に有用な2−ジメチルアミノ−2−ヒドロキシメチル−1,3−プロパンジオールの水溶液 - Google Patents
ガス状混合物からの酸性ガス除去に有用な2−ジメチルアミノ−2−ヒドロキシメチル−1,3−プロパンジオールの水溶液 Download PDFInfo
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- JP2017537771A JP2017537771A JP2017517119A JP2017517119A JP2017537771A JP 2017537771 A JP2017537771 A JP 2017537771A JP 2017517119 A JP2017517119 A JP 2017517119A JP 2017517119 A JP2017517119 A JP 2017517119A JP 2017537771 A JP2017537771 A JP 2017537771A
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- 239000002253 acid Substances 0.000 title claims abstract description 67
- FGLZHYIVVZTBQJ-UHFFFAOYSA-N 2-(dimethylamino)-2-(hydroxymethyl)propane-1,3-diol Chemical compound CN(C)C(CO)(CO)CO FGLZHYIVVZTBQJ-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 239000007864 aqueous solution Substances 0.000 title claims description 34
- 239000008246 gaseous mixture Substances 0.000 title abstract description 21
- 239000007789 gas Substances 0.000 claims abstract description 90
- -1 amino compound Chemical class 0.000 claims abstract description 23
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000012190 activator Substances 0.000 claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims abstract description 10
- 239000000243 solution Substances 0.000 claims description 60
- 239000000203 mixture Substances 0.000 claims description 33
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 18
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 18
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 16
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
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- 229940013085 2-diethylaminoethanol Drugs 0.000 claims description 6
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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 6
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- BFIAIMMAHAIVFT-UHFFFAOYSA-N 1-[bis(2-hydroxybutyl)amino]butan-2-ol Chemical compound CCC(O)CN(CC(O)CC)CC(O)CC BFIAIMMAHAIVFT-UHFFFAOYSA-N 0.000 claims description 3
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- XKEVWMVUIDDRMC-UHFFFAOYSA-N 3,4-methylenedioxy-n-isopropylamphetamine Chemical compound CC(C)NC(C)CC1=CC=C2OCOC2=C1 XKEVWMVUIDDRMC-UHFFFAOYSA-N 0.000 claims description 3
- WKCYFSZDBICRKL-UHFFFAOYSA-N 3-(diethylamino)propan-1-ol Chemical compound CCN(CC)CCCO WKCYFSZDBICRKL-UHFFFAOYSA-N 0.000 claims description 3
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- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 claims description 3
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- XKQMKMVTDKYWOX-UHFFFAOYSA-N 1-[2-hydroxypropyl(methyl)amino]propan-2-ol Chemical compound CC(O)CN(C)CC(C)O XKQMKMVTDKYWOX-UHFFFAOYSA-N 0.000 claims description 2
- YDEDDFNFQOPRQJ-UHFFFAOYSA-N 2-[2-(tert-butylamino)ethoxy]ethanol Chemical compound CC(C)(C)NCCOCCO YDEDDFNFQOPRQJ-UHFFFAOYSA-N 0.000 claims description 2
- VARKIGWTYBUWNT-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanol Chemical compound OCCN1CCN(CCO)CC1 VARKIGWTYBUWNT-UHFFFAOYSA-N 0.000 claims description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims 2
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- KIHOFAGVAMNMHH-UHFFFAOYSA-N 2-(hydroxymethyl)-2-(methylamino)propane-1,3-diol Chemical compound CNC(CO)(CO)CO KIHOFAGVAMNMHH-UHFFFAOYSA-N 0.000 claims 1
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- YCIPQJTZJGUXND-UHFFFAOYSA-N Aglaia odorata Alkaloid Natural products C1=CC(OC)=CC=C1C1(C(C=2C(=O)N3CCCC3=NC=22)C=3C=CC=CC=3)C2(O)C2=C(OC)C=C(OC)C=C2O1 YCIPQJTZJGUXND-UHFFFAOYSA-N 0.000 claims 1
- QMMZSJPSPRTHGB-UHFFFAOYSA-N MDEA Natural products CC(C)CCCCC=CCC=CC(O)=O QMMZSJPSPRTHGB-UHFFFAOYSA-N 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- VTGOHKSTWXHQJK-UHFFFAOYSA-N pyrimidin-2-ol Chemical compound OC1=NC=CC=N1 VTGOHKSTWXHQJK-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 40
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Images
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
- B01D53/1475—Removing carbon dioxide
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- B—PERFORMING OPERATIONS; TRANSPORTING
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Abstract
Description
「MEA」は、The Dow Chemical Companyから入手可能な、98%のモノエタノールアミンであり、
「DGA」は、Aldrichから入手可能な、98%の2−アミノエトキシエタノールであり、
「DEA」は、The Dow Chemical Companyから入手可能な、98%のジエタノールアミンであり、
「MDEA」は、The Dow Chemical Companyから入手可能な、98%のメチルジエタノールアミンであり、
「DMTA」は、「Organic Preparations and Procedures International;1981,13(2),p 126〜129」に従って生成される、98%のジメチルトリスアミンであり、
「H3PO4」は、Fisher Scientificから入手可能な、85%のo−リン酸である。
いくつかの代表的なアルカノールアミンの揮発性曲線は、図3に描写される図式によって計算される。所定の溶媒混合物は、120°Fの温度でフラッシュタンクに供給され、水蒸気流がフラッシュ外に出るのに十分な量の窒素と混合される。窒素のフラッシュ容器へのモル流は、フラッシュ容器を退出する液体のモル流に対する、フラッシュ容器を退出する水蒸気のモル流の比率が1×10−4で維持されるように調節される。フラッシュを退出する水蒸気は飽和し、水蒸気内のアルカノールアミンのモル分率は、アルカノールアミンの損失の推定として使用することができる。各アルカノールアミンにおいて、溶媒強度は40重量%に指定され、フラッシュ容器の圧力は、100〜10000kPaで変化する。Aspen Plus v8.0は、Chen & Evans(1986)の電解NRTLモデルを使用した計算に使用され、Chen,C.C.,Evans,L.B.,1986,A local composition model for the excess Gibbs energy of aqueous electrolyte systems,AIChE J.32,444−454,doi:10.1002/aic.690320311を参照されたい。
50重量%のアルカノールアミン、及び50重量%の水を含有する溶液に、様々な比率のH2S及びCO2を含有する、約0.5モル/モルの酸性ガス混合物を取り込み、次いで、40℃及び20psigで、ヘッドスペース分析によって調査する。MDEAの結果は、表3に示され、DMTAの結果は、表4に示される。
Claims (7)
- ガス混合物からの酸性ガス除去のためのアルカノールアミン水溶液であって、
(i)2−ジメチルアミノ−2−ヒドロキシメチル−1,3−プロパンジオールと、
任意選択で、
(ii)8以下のpKaを有する酸、または8以下のpKaを有する酸を水性媒体中で形成可能な酸形成物質、
(iii)追加のアミノ化合物、
(iv)活性化剤化合物、
または、
(v)物理溶媒のうちの1つ以上と、を含む、アルカノールアミン水溶液。 - (i)前記2−ジメチルアミノ−2−ヒドロキシメチル−1,3−プロパンジオールは、0.1〜75重量パーセントの量で存在し、
(ii)前記酸または酸形成物質は、0〜25重量パーセントの量で存在し、
(iii)前記追加のアミノ化合物は、0〜75重量パーセントの量で存在し、
(iv)前記活性化剤化合物は、0〜20重量パーセントの量で存在し、
(v)前記物理溶媒は、0〜75重量パーセントの量で存在し、
重量パーセントは、前記アルカノールアミン水溶液の総重量に基づく、請求項1に記載のアルカノールアミン水溶液。 - 硫化水素を含むガス混合物からの硫化水素の選択的除去のためのアルカノールアミン水溶液であって、本質的に
(i)2−ジメチルアミノ−2−ヒドロキシメチル−1,3−プロパンジオールと、
(ii)任意選択で8以下のpKaを有する酸、または8以下のpKaを有する酸を水性媒体中で形成可能な酸形成物質と、からなり、
前記アルカノールアミン水溶液は、いかなる追加のアミノ化合物も含まない、アルカノールアミン水溶液。 - 前記酸または酸形成物質(ii)が、0.1〜25重量パーセントの量で存在し、リン酸、硫酸、ホウ酸、ギ酸、または塩酸である、請求項1及び3に記載のアルカノールアミン水溶液。
- 前記追加のアミノ化合物(iii)が、0.1〜75重量パーセントの量で存在し、モノエタノールアミン(MEA)、トリス(2−ヒドロキシエチル)アミン(TEA)、トリス(2−ヒドロキシプロピル)アミン(トリイソプロパノール)、トリブタノールアミン、ビス(2−ヒドロキシエチル)メチルアミン(MDEA)、2−ジエチルアミノエタノール(DEEA)、2−ジメチルアミノエタノール(DMEA)、3−ジメチルアミノ−1−プロパノール、3−ジエチルアミノ−1−プロパノール、2−ジイソプロピルアミノエタノール(DIEA)、N,N−ビス(2−ヒドロキシプロピル)メチルアミン(MDIPA)、N,N’−ビス(2−ヒドロキシエチル)ピペラジン(DiHEP))、ジエタノールアミン(DEA)、2−(tert−ブチルアミノ)エタノール、2−(tert−ブチルアミノエトキシ)エタノール、2−アミノ−2−メチルプロパノール(AMP)、2−(2−アミノ−エトキシ)エタノール、または1−ヒドロキシエチル−4−ピリジルピペラジン化合物である、請求項1に記載のアルカノールアミン水溶液。
- 前記活性化剤化合物(iv)が、1〜20重量パーセントの量で存在し、ピペラジン、ヒドロキシエチルピペラジン、ジエタノールアミン、N−メチルアミノエタノール、2−メチルピペラジン、N−メチルピペラジン、2−メチル−2−アミノプロパノール、モノエタノールアミン、2−ヒドロキシメチル−2−メチルアミノプロパン−1,3−ジオール、及び2−アミノ−2−ヒドロキシメチルプロパン−1,3−ジオールである、請求項1に記載のアルカノールアミン水溶液。
- 前記物理溶媒(v)が、1〜75重量パーセントの量で存在し、シクロテトラメチレンスルホン、ポリエチレングリコールのジメチルエーテル、1,3−ジメチル−3,4,5,6−テトラヒドロ−2(1H)−ピリミジノン、N−ホルミルモルホリン、N−アセチルモルホリン、トリエチレングリコールモノメチルエーテル、グリセロール、モノエチレングリコール、ジエチレングリコール、トリエチレングリコール、テトラエチレングリコール、メタノール、エタノール、またはそれらの混合物である、請求項1及び3に記載のアルカノールアミン水溶液。
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