CN1960962A - 使用甘油制备烷基酯的方法 - Google Patents
使用甘油制备烷基酯的方法 Download PDFInfo
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- CN1960962A CN1960962A CNA2004800298759A CN200480029875A CN1960962A CN 1960962 A CN1960962 A CN 1960962A CN A2004800298759 A CNA2004800298759 A CN A2004800298759A CN 200480029875 A CN200480029875 A CN 200480029875A CN 1960962 A CN1960962 A CN 1960962A
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- 125000005907 alkyl ester group Chemical group 0.000 title claims abstract description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 title claims description 149
- 235000011187 glycerol Nutrition 0.000 title claims description 72
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 53
- 235000021588 free fatty acids Nutrition 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 20
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 6
- 229930195729 fatty acid Natural products 0.000 claims abstract description 6
- 239000000194 fatty acid Substances 0.000 claims abstract description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 90
- 238000006243 chemical reaction Methods 0.000 claims description 64
- 239000002253 acid Substances 0.000 claims description 37
- 125000005908 glyceryl ester group Chemical group 0.000 claims description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 26
- 230000008569 process Effects 0.000 claims description 17
- 229910001873 dinitrogen Inorganic materials 0.000 claims description 16
- 238000011084 recovery Methods 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 238000006140 methanolysis reaction Methods 0.000 claims description 6
- -1 alkali salt acetate Chemical class 0.000 claims description 5
- 235000013311 vegetables Nutrition 0.000 claims description 5
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical group [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 4
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical group CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 4
- 230000006837 decompression Effects 0.000 claims description 3
- 239000002841 Lewis acid Substances 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 150000007517 lewis acids Chemical class 0.000 claims description 2
- 125000005456 glyceride group Chemical group 0.000 abstract description 8
- 150000004702 methyl esters Chemical class 0.000 abstract description 8
- 239000003225 biodiesel Substances 0.000 abstract description 2
- 150000003626 triacylglycerols Chemical class 0.000 abstract 1
- 239000000344 soap Substances 0.000 description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 239000003921 oil Substances 0.000 description 20
- 235000019198 oils Nutrition 0.000 description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 239000002551 biofuel Substances 0.000 description 12
- 238000010926 purge Methods 0.000 description 11
- 241000196324 Embryophyta Species 0.000 description 8
- 239000010775 animal oil Substances 0.000 description 8
- 239000010773 plant oil Substances 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 7
- 230000035484 reaction time Effects 0.000 description 7
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 6
- 150000002632 lipids Chemical class 0.000 description 6
- 238000001556 precipitation Methods 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000013459 approach Methods 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 238000005809 transesterification reaction Methods 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 238000005815 base catalysis Methods 0.000 description 3
- 239000002283 diesel fuel Substances 0.000 description 3
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- 239000002244 precipitate Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
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- 239000003549 soybean oil Substances 0.000 description 3
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- 238000005303 weighing Methods 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 238000006136 alcoholysis reaction Methods 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- NGDPCAMPVQYGCW-UHFFFAOYSA-N dibenzothiophene 5-oxide Chemical compound C1=CC=C2S(=O)C3=CC=CC=C3C2=C1 NGDPCAMPVQYGCW-UHFFFAOYSA-N 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 239000008157 edible vegetable oil Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
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- 239000002994 raw material Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical class [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
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- 239000000725 suspension Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 239000010913 used oil Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/30—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with trihydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/06—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with glycerol
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/08—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with fatty acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Preparing Plates And Mask In Photomechanical Process (AREA)
Abstract
Description
时间[分钟] | 反应器[℃] | 压力[托] | 试样[克] | 毫升0.1NNaOH | AV[meq/g] | 氮气吹洗 |
0 | 22.0 | 760 | 96.60 | 无 | ||
10 | 61.0 | 760 | 无 | |||
25 | 121.3 | 760 | 无 | |||
50 | 169.7 | 760 | 无 | |||
60 | 180.0 | 760 | 无 | |||
65 | 179.5 | 350 | 无 | |||
95 | 179.5 | 350 | 无 | |||
105 | 179.4 | 350 | 1.1951 | 11.152 | 52.35 | 无 |
125 | 180.1 | 350 | 无 | |||
130 | 180.9 | 250 | 无 | |||
145 | 180.6 | 250 | 1.5196 | 11.084 | 40.92 | 无 |
175 | 179.6 | 250 | 1.3568 | 7.850 | 32.46 | 无 |
220 | 179.5 | 250 | 1.4444 | 6.050 | 23.50 | 无 |
280 | 179.8 | 250 | 1.6529 | 4.584 | 15.56 | 无 |
290 | 180.0 | 180 | 无 | |||
295 | 180.6 | 100 | 无 | |||
325 | 179.8 | 100 | 无 | |||
340 | 179.9 | 100 | 2.0267 | 4.056 | 11.23 | 30毫升/小时 |
400 | 180.1 | 100 | 1.6630 | 2.328 | 7.85 | 30毫升/小时 |
410 | 180.1 | 90 | 30毫升/小时 | |||
420 | 180.1 | 50 | 30毫升/小时 | |||
460 | 180.1 | 60 | 2.5286 | 2.138 | 4.74 | 30毫升/小时 |
640 | 180.0 | 50 | 2.5232 | 0.435 | 0.97 | 30毫升/小时 |
760 | 180.0 | 50 | 2.6908 | 0.250 | 0.52 | 30毫升/小时 |
820 | 180.0 | 50 | 3.0017 | 0.248 | 0.46 | 30毫升/小时 |
880 | 180.0 | 50 | 2.5690 | 0.194 | 0.42 | 30毫升/小时 |
时间[分钟] | 反应器[℃] | 压力[托] | 试样[克] | 毫升0.1N NaOH | AV[meq/g] | 氮气吹洗 |
0 | 20.4 | 760 | 94.10 | 无 | ||
15 | 62.0 | 760 | 无 | |||
30 | 106.4 | 760 | 无 | |||
45 | 131.2 | 760 | 无 | |||
60 | 157.1 | 760 | 无 | |||
75 | 177.0 | 760 | 无 | |||
80 | 180.4 | 760 | 无 | |||
90 | 181.0 | 760 | 无 | |||
105 | 180.3 | 760 | 无 | |||
120 | 180.5 | 760 | 1.3349 | 12.848 | 53.99 | 无 |
135 | 180.7 | 760 | 无 | |||
140 | 180.3 | 350 | 无 | |||
150 | 180.4 | 350 | 1.8577 | 13.610 | 41.10 | 无 |
170 | 180.1 | 350 | 无 | |||
190 | 180.0 | 350 | 1.6703 | 9.378 | 31.50 | 无 |
195 | 179.7 | 250 | 无 | |||
235 | 179.5 | 250 | 2.3303 | 8.814 | 21.22 | 无 |
240 | 180.8 | 170 | 无 | |||
245 | 181.7 | 100 | 无 | |||
305 | 180.0 | 100 | 1.8723 | 4.284 | 12.84 | 无 |
365 | 180.5 | 100 | 2.3596 | 3.495 | 8.31 | 无 |
370 | 178.7 | 40 | 30毫升/小时 | |||
435 | 180.0 | 40 | 30毫升/小时 | |||
465 | 179.9 | 40 | 2.2633 | 1.040 | 2.58 | 30毫升/小时 |
615 | 180.1 | 40 | 2.8797 | 0.182 | 0.35 | 30毫升/小时 |
时间[分钟] | 反应器[℃] | 压力[托] | 试样[克] | 毫升0.1N NaOH | AV[meq/g] | 氮气吹洗 |
0 | 20.4 | 760 | 104.20 | 无 | ||
15 | 71.4 | 760 | 无 | |||
30 | 111.2 | 760 | 无 | |||
35 | 121.0 | 760 | 无 | |||
45 | 140.5 | 760 | 无 | |||
60 | 166.0 | 760 | 无 | |||
75 | 180.4 | 760 | 1.6758 | 24.830 | 83.12 | 无 |
90 | 179.8 | 760 | 无 | |||
105 | 179.4 | 760 | 1.5155 | 17.476 | 64.69 | 无 |
135 | 180.3 | 760 | 1.1391 | 10.158 | 50.03 | 无 |
145 | 181.4 | 350 | 无 | |||
165 | 180.0 | 350 | 1.8234 | 12.272 | 37.76 | 无 |
195 | 180.2 | 350 | 无 | |||
200 | 179.5 | 250 | 无 | |||
225 | 179.7 | 250 | 2.0317 | 8.580 | 23.69 | 无 |
230 | 179.9 | 160 | 无 | |||
235 | 180.1 | 100 | 无 | |||
255 | 179.1 | 100 | 无 | |||
285 | 180.5 | 100 | 2.3684 | 5.854 | 13.87 | 30毫升/小时 |
290 | 179.9 | 40 | 30毫升/小时 | |||
345 | 179.8 | 40 | 2.0354 | 2.452 | 6.76 | 30毫升/小时 |
405 | 180.1 | 40 | 2.1778 | 0.802 | 2.07 | 30毫升/小时 |
465 | 179.9 | 40 | 2.3043 | 0.190 | 0.46 | 30毫升/小时 |
525 | 180.0 | 40 | 1.9636 | 0.138 | 0.39 | 30毫升/小时 |
时间[分钟] | 反应器[℃] | 压力[托] | 试样[克] | 毫升0.1N NaOH | AV[meq/g] | 氮气吹洗 |
0 | 20.4 | 76 | 104.20 | 无 | ||
15 | 72.8 | 76 | 无 | |||
25 | 101.5 | 76 | 无 | |||
30 | 112.5 | 76 | 无 | |||
35 | 123.2 | 76 | 无 | |||
40 | 133.1 | 76 | 无 | |||
50 | 151.5 | 76 | 无 | |||
65 | 173.2 | 76 | 无 | |||
75 | 181.2 | 76 | 无 | |||
90 | 180.8 | 76 | 1.2199 | 15.8780 | 73.02 | 无 |
100 | 179.9 | 76 | 无 | |||
105 | 180.2 | 76 | 无 | |||
110 | 181.0 | 76 | 无 | |||
120 | 179.5 | 76 | 1.3880 | 13.4200 | 54.24 | 无 |
130 | 179.2 | 76 | 无 | |||
135 | 179.7 | 55 | 无 | |||
140 | 181.3 | 35 | 无 | |||
160 | 178.8 | 35 | 无 | |||
165 | 178.4 | 25 | 无 | |||
180 | 180.6 | 25 | 1.3293 | 8.2000 | 34.61 | 无 |
215 | 179.4 | 25 | 无 | |||
240 | 180.4 | 25 | 1.3045 | 4.9940 | 21.48 | 无 |
245 | 181.6 | 10 | 无 | |||
300 | 179.7 | 10 | 1.2125 | 2.7960 | 12.94 | 无 |
310 | 180.2 | 4 | 无 | |||
360 | 179.9 | 4 | 1.4515 | 2.1060 | 8.14 | 无 |
370 | 179.7 | 4 | 30毫升/小时 | |||
420 | 180.1 | 4 | 1.3065 | 0.5260 | 2.26 | 30毫升/小时 |
570 | 180 | 4 | 2.0472 | 0.1440 | 0.39 | 30毫升/小时 |
时间[分钟] | 反应器[℃] | 压力[托] | 试样[克] | 毫升0.1N NaOH | AV[meq/g] | 氮气吹洗 |
0 | 24.8 | 760 | 104.20 | 无 | ||
15 | 82.5 | 760 | 无 | |||
40 | 139.6 | 760 | 无 | |||
60 | 173.2 | 760 | 无 | |||
70 | 180.1 | 760 | 无 | |||
75 | 180.1 | 760 | 1.0755 | 17.1360 | 89.38 | 无 |
90 | 179.2 | 760 | 无 | |||
105 | 180.2 | 760 | 无 | |||
120 | 180.1 | 760 | 0.8893 | 9.4660 | 59.71 | 无 |
130 | 180.6 | 760 | 无 | |||
135 | 179.5 | 350 | 无 | |||
165 | 178.6 | 350 | 0.9661 | 7.4100 | 43.03 | 无 |
205 | 182.7 | 350 | 1.5781 | 8.9740 | 31.90 | 无 |
210 | 180.0 | 100 | 无 | |||
300 | 181.3 | 100 | 1.3542 | 4.4440 | 18.41 | 无 |
310 | 180.2 | 40 | 30毫升/小时 | |||
420 | 180.0 | 40 | 1.8068 | 2.2180 | 6.89 | 30毫升/小时 |
600 | 180.1 | 4 | 1.8589 | 0.3300 | 1.00 | 30毫升/小时 |
610 | 180.1 | 5 | 60毫升/小时 | |||
660 | 180.0 | 5 | 1.8270 | 0.1280 | 0.39 | 60毫升/小时 |
时间[分钟] | 反应器[℃] | 压力[托] | 试样[克] | 毫升0.1N NaOH | AV[meq/g] | 氮气吹洗 |
0 | 16.4 | 760 | 112.00 | |||
30 | 81.6 | 760 | ||||
65 | 136.7 | 760 | ||||
95 | 169.9 | 760 | ||||
100 | 172.2 | 760 | ||||
110 | 177.4 | 760 | ||||
115 | 180.2 | 760 | ||||
130 | 182.0 | 760 | 1.7476 | 17.350 | 55.70 | |
155 | 180.6 | 760 | ||||
160 | 180.1 | 400 | ||||
165 | 180.0 | 350 | ||||
170 | 182.2 | 250 | ||||
190 | 180.3 | 250 | 2.0585 | 12.072 | 32.90 | |
200 | 179.9 | 250 | 30毫升/小时 | |||
230 | 180.4 | 250 | 30毫升/小时 | |||
230 | 178.8 | 40 | 30毫升/小时 | |||
250 | 181.0 | 40 | 30毫升/小时 | |||
255 | 180.0 | 40 | 2.3054 | 6.766 | 16.46 | 30毫升/小时 |
300 | 180.1 | 40 | 30毫升/小时 | |||
370 | 179.6 | 40 | 3.2247 | 2.268 | 3.95 | 30毫升/小时 |
435 | 179.6 | 40 | 4.0911 | 0.301 | 0.41 | 30毫升/小时 |
480 | 179.6 | 40 | 2.7252 | 0.100 | 0.21 | 30毫升/小时 |
时间[分钟] | 反应器[℃] | 压力[托] | 试样[克] | 毫升0.1N NaOH | AV[meq/g] | 氮气吹洗 |
0 | 33 | 760 | 96.60 | 无 | ||
15 | 77.6 | 760 | 无 | |||
30 | 128.6 | 760 | 无 | |||
45 | 160.6 | 760 | 无 | |||
60 | 177.5 | 760 | 1.7029 | 25.616 | 84.39 | 无 |
65 | 180.3 | 500 | 无 | |||
70 | 181.7 | 450 | 无 | |||
90 | 180.5 | 450 | 1.1478 | 13.330 | 65.15 | 无 |
120 | 180.0 | 450 | 1.4322 | 12.616 | 49.42 | 无 |
150 | 180.1 | 450 | 无 | |||
165 | 180.3 | 450 | 无 | |||
180 | 179.5 | 450 | 1.5293 | 8.768 | 32.16 | 无 |
185 | 180.5 | 370 | 无 | |||
188 | 181.1 | 350 | 无 | |||
270 | 180.1 | 350 | 1.7471 | 5.120 | 16.44 | 无 |
285 | 180.0 | 350 | 无 | |||
300 | 180.5 | 350 | 无 | |||
302 | 180.5 | 290 | 无 | |||
305 | 181.1 | 250 | 无 | |||
330 | 180.5 | 250 | 1.5455 | 3.466 | 12.58 | 无 |
345 | 178.8 | 150 | 30毫升/小时 | |||
360 | 180.7 | 100 | 30毫升/小时 | |||
390 | 180.1 | 100 | 1.9501 | 3.036 | 8.73 | 30毫升/小时 |
405 | 180.1 | 60 | 无 | |||
420 | 180.1 | 60 | 无 | |||
450 | 179.4 | 60 | 2.1709 | 2.274 | 5.88 | 无 |
510 | 179.7 | 50 | 1.4046 | 0.944 | 3.77 | 无 |
690 | 180.1 | 40 | 2.6843 | 0.885 | 1.85 | 无 |
710 | 179.6 | 15 | 30毫升/小时 | |||
740 | l79.9 | 15 | 2.4716 | 0.416 | 0.94 | 30毫升/小时 |
实施例 | Wt%甘油 | 最终的AV | 反应时间[分钟] | R×n温度[℃] | 加入的催化剂 |
1 | 20(P) | 0.42 | 880 | 180 | 无 |
2 | 20(C) | 0.35 | 615 | 180 | 无 |
3 | 20(C) | 0.39 | 525 | 180 | 无 |
4 | 15(C) | 0.39 | 570 | 180 | 无 |
5 | 15(C) | 0.39 | 660 | 180 | 无 |
6* | 10(R) | 0.50 | 360 | 200 | 0.5wt%DBTO |
7 | 20(C) | 0.41 | 435 | 180 | 0.5wt%KAc |
8 | 20(P) | 0.94 | 740 | 180 | 0.2wt%TBT |
9* | 5.75(R) | 0.37 | 480 | 230 | 无 |
10 | 25(R) | 0.34 | 450 | 230 | 无 |
Claims (18)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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US10/639,048 US6822105B1 (en) | 2003-08-12 | 2003-08-12 | Method of making alkyl esters using glycerin |
US10/639,048 | 2003-08-12 | ||
PCT/US2004/021592 WO2005019153A1 (en) | 2003-08-12 | 2004-07-07 | Method of making alkyl esters using glycerin |
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CN1960962A true CN1960962A (zh) | 2007-05-09 |
CN1960962B CN1960962B (zh) | 2010-10-20 |
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CN2004800298759A Expired - Lifetime CN1960962B (zh) | 2003-08-12 | 2004-07-07 | 使用甘油制备烷基酯的方法 |
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US (2) | US6822105B1 (zh) |
EP (1) | EP1660429B1 (zh) |
JP (1) | JP4872047B2 (zh) |
KR (1) | KR101073721B1 (zh) |
CN (1) | CN1960962B (zh) |
AT (1) | ATE432917T1 (zh) |
AU (1) | AU2004267023C1 (zh) |
BR (1) | BRPI0413519B1 (zh) |
CA (1) | CA2535639C (zh) |
DE (1) | DE602004021396D1 (zh) |
ES (1) | ES2328245T3 (zh) |
HK (1) | HK1103069A1 (zh) |
WO (1) | WO2005019153A1 (zh) |
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CN102816642A (zh) * | 2012-09-06 | 2012-12-12 | 如皋市双马化工有限公司 | 一种生产单甘脂黑脚的方法 |
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CN103013681A (zh) * | 2012-12-28 | 2013-04-03 | 北京石油化工学院 | 一种废弃食用油脂制备脂肪酸甲酯的方法 |
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Also Published As
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AU2004267023A1 (en) | 2005-03-03 |
US6822105B1 (en) | 2004-11-23 |
CN1960962B (zh) | 2010-10-20 |
EP1660429B1 (en) | 2009-06-03 |
BRPI0413519A (pt) | 2006-10-10 |
KR20070031259A (ko) | 2007-03-19 |
KR101073721B1 (ko) | 2011-10-13 |
EP1660429A1 (en) | 2006-05-31 |
US7087771B2 (en) | 2006-08-08 |
BRPI0413519B1 (pt) | 2014-05-27 |
ATE432917T1 (de) | 2009-06-15 |
DE602004021396D1 (de) | 2009-07-16 |
US20050075509A1 (en) | 2005-04-07 |
HK1103069A1 (en) | 2007-12-14 |
CA2535639C (en) | 2010-08-31 |
AU2004267023C1 (en) | 2010-03-04 |
JP2007502271A (ja) | 2007-02-08 |
AU2004267023B2 (en) | 2009-09-03 |
JP4872047B2 (ja) | 2012-02-08 |
CA2535639A1 (en) | 2005-03-03 |
ES2328245T3 (es) | 2009-11-11 |
WO2005019153A1 (en) | 2005-03-03 |
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