FR3038529A1 - Adsorbants zeolithiques, leur procede de preparation et leurs utilisations - Google Patents
Adsorbants zeolithiques, leur procede de preparation et leurs utilisations Download PDFInfo
- Publication number
- FR3038529A1 FR3038529A1 FR1556524A FR1556524A FR3038529A1 FR 3038529 A1 FR3038529 A1 FR 3038529A1 FR 1556524 A FR1556524 A FR 1556524A FR 1556524 A FR1556524 A FR 1556524A FR 3038529 A1 FR3038529 A1 FR 3038529A1
- Authority
- FR
- France
- Prior art keywords
- zeolite
- adsorbent
- potassium
- adsorbent according
- para
- 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
- 239000003463 adsorbent Substances 0.000 title claims abstract description 115
- 238000004519 manufacturing process Methods 0.000 title claims description 11
- 239000010457 zeolite Substances 0.000 claims abstract description 131
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 114
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 109
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000011591 potassium Substances 0.000 claims abstract description 35
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 34
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims abstract description 32
- 238000000926 separation method Methods 0.000 claims abstract description 32
- 229910052788 barium Inorganic materials 0.000 claims abstract description 27
- 239000011734 sodium Substances 0.000 claims abstract description 26
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 17
- 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 claims abstract description 15
- 239000008096 xylene Substances 0.000 claims abstract description 9
- 150000003738 xylenes Chemical class 0.000 claims abstract description 9
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 68
- 238000000034 method Methods 0.000 claims description 66
- 238000001179 sorption measurement Methods 0.000 claims description 51
- 239000013078 crystal Substances 0.000 claims description 44
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Inorganic materials [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 claims description 37
- KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 claims description 31
- 230000008569 process Effects 0.000 claims description 31
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 28
- 239000011230 binding agent Substances 0.000 claims description 26
- 239000007791 liquid phase Substances 0.000 claims description 18
- 229910001414 potassium ion Inorganic materials 0.000 claims description 18
- 229910001422 barium ion Inorganic materials 0.000 claims description 17
- 238000005054 agglomeration Methods 0.000 claims description 15
- 230000002776 aggregation Effects 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 14
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 13
- DSNHSQKRULAAEI-UHFFFAOYSA-N 1,4-Diethylbenzene Chemical compound CCC1=CC=C(CC)C=C1 DSNHSQKRULAAEI-UHFFFAOYSA-N 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 239000012071 phase Substances 0.000 claims description 12
- 229910001948 sodium oxide Inorganic materials 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 9
- 125000002091 cationic group Chemical group 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 239000004927 clay Substances 0.000 claims description 7
- 238000001354 calcination Methods 0.000 claims description 6
- CHWRSCGUEQEHOH-UHFFFAOYSA-N potassium oxide Chemical compound [O-2].[K+].[K+] CHWRSCGUEQEHOH-UHFFFAOYSA-N 0.000 claims description 6
- 229910001950 potassium oxide Inorganic materials 0.000 claims description 6
- 238000007493 shaping process Methods 0.000 claims description 6
- PBWHJRFXUPLZDS-UHFFFAOYSA-N (1-Ethylpropyl)benzene Chemical compound CCC(CC)C1=CC=CC=C1 PBWHJRFXUPLZDS-UHFFFAOYSA-N 0.000 claims description 5
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 claims description 5
- 230000009471 action Effects 0.000 claims description 5
- 150000001896 cresols Chemical class 0.000 claims description 5
- VLZLOWPYUQHHCG-UHFFFAOYSA-N nitromethylbenzene Chemical compound [O-][N+](=O)CC1=CC=CC=C1 VLZLOWPYUQHHCG-UHFFFAOYSA-N 0.000 claims description 5
- 239000000377 silicon dioxide Substances 0.000 claims description 5
- 150000005846 sugar alcohols Polymers 0.000 claims description 5
- 150000003613 toluenes Chemical class 0.000 claims description 5
- 238000005341 cation exchange Methods 0.000 claims description 4
- 239000003637 basic solution Substances 0.000 claims description 3
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims description 3
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims description 2
- 230000003213 activating effect Effects 0.000 claims description 2
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 claims 2
- 239000003513 alkali Substances 0.000 claims 1
- 229940118888 barium cation Drugs 0.000 claims 1
- XDFCIPNJCBUZJN-UHFFFAOYSA-N barium(2+) Chemical group [Ba+2] XDFCIPNJCBUZJN-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 24
- 238000004458 analytical method Methods 0.000 description 11
- 238000005259 measurement Methods 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- 238000005553 drilling Methods 0.000 description 8
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 7
- 150000001768 cations Chemical class 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 238000002347 injection Methods 0.000 description 6
- 239000007924 injection Substances 0.000 description 6
- 238000012546 transfer Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000012512 characterization method Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000007873 sieving Methods 0.000 description 5
- -1 sodium cations Chemical class 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 238000004627 transmission electron microscopy Methods 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- 238000004876 x-ray fluorescence Methods 0.000 description 5
- 239000005995 Aluminium silicate Substances 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 4
- 235000012211 aluminium silicate Nutrition 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 239000012013 faujasite Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000010306 acid treatment Methods 0.000 description 3
- 238000001994 activation Methods 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910000323 aluminium silicate Inorganic materials 0.000 description 3
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 3
- 229910001626 barium chloride Inorganic materials 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000004587 chromatography analysis Methods 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 238000009616 inductively coupled plasma Methods 0.000 description 3
- 239000001103 potassium chloride Substances 0.000 description 3
- 235000011164 potassium chloride Nutrition 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 238000001636 atomic emission spectroscopy Methods 0.000 description 2
- 229960000892 attapulgite Drugs 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000008119 colloidal silica Substances 0.000 description 2
- 238000003795 desorption Methods 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- ICXADQHBWHLSCI-UHFFFAOYSA-N dubinine Natural products C1=CC=C2C(OC)=C(CC(O3)C(C)(O)COC(C)=O)C3=NC2=C1 ICXADQHBWHLSCI-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 238000001033 granulometry Methods 0.000 description 2
- 238000002354 inductively-coupled plasma atomic emission spectroscopy Methods 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229910052622 kaolinite Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- 229910052625 palygorskite Inorganic materials 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 239000000700 radioactive tracer Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 241000206761 Bacillariophyta Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
- 101100498930 Mus musculus Degs1 gene Proteins 0.000 description 1
- 241000282376 Panthera tigris Species 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- RMIBFJWHAHLICA-UHFFFAOYSA-N [K].[Ba] Chemical group [K].[Ba] RMIBFJWHAHLICA-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000002156 adsorbate Substances 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- HPTYUNKZVDYXLP-UHFFFAOYSA-N aluminum;trihydroxy(trihydroxysilyloxy)silane;hydrate Chemical compound O.[Al].[Al].O[Si](O)(O)O[Si](O)(O)O HPTYUNKZVDYXLP-UHFFFAOYSA-N 0.000 description 1
- 239000002956 ash Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 238000005056 compaction Methods 0.000 description 1
- 238000007796 conventional method 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
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001955 cumulated effect Effects 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 229910001649 dickite Inorganic materials 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
- 230000005686 electrostatic field Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000010881 fly ash Substances 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000005283 ground state Effects 0.000 description 1
- 229910052621 halloysite Inorganic materials 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 239000010451 perlite Substances 0.000 description 1
- 235000019362 perlite Nutrition 0.000 description 1
- 238000005424 photoluminescence Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- NOTVAPJNGZMVSD-UHFFFAOYSA-N potassium monoxide Inorganic materials [K]O[K] NOTVAPJNGZMVSD-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 229910001427 strontium ion Inorganic materials 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000007725 thermal activation Methods 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- 238000000177 wavelength dispersive X-ray spectroscopy Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
- C07C7/13—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers by molecular-sieve technique
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/04—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of alkali metals, alkaline earth metals or magnesium
- B01J20/041—Oxides or hydroxides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
- B01J20/16—Alumino-silicates
- B01J20/18—Synthetic zeolitic molecular sieves
- B01J20/186—Chemical treatments in view of modifying the properties of the sieve, e.g. increasing the stability or the activity, also decreasing the activity
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/3085—Chemical treatments not covered by groups B01J20/3007 - B01J20/3078
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/067—C8H10 hydrocarbons
- C07C15/08—Xylenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/16—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C07C209/86—Separation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/82—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by solid-liquid treatment; by chemisorption
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
- B01D2253/10—Inorganic adsorbents
- B01D2253/106—Silica or silicates
- B01D2253/108—Zeolites
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/06—Compounds containing nitro groups bound to a carbon skeleton having nitro groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
- C07C211/49—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring having at least two amino groups bound to the carbon skeleton
- C07C211/50—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring having at least two amino groups bound to the carbon skeleton with at least two amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
Abstract
Description
Claims (21)
- REVENDICATIONS1. Adsorbant zéolithique comprenant des cristaux de zéolithe X et comprenant du baryum, du potassium et du sodium, dans lequel le ratio molaire K20 / (K20 + BaO + Na20) est compris entre 9,5 % et 14,5%.
- 2. Adsorbant selon la revendication 1, comprenant en outre une phase non zéolithique.
- 3. Adsorbant selon la revendication 1 ou la revendication 2, dans lequel la teneur en oxyde de sodium Na20 est inférieure à 0,3% en poids par rapport la masse totale de l’adsorbant.
- 4. Adsorbant selon l’une quelconque des revendications précédentes, dans lequel la teneur totale en oxydes d’ions alcalins ou alcalino-terreux autres que l'oxyde de baryum BaO, l'oxyde de potassium K20 et l’oxyde de sodium Na20 est inférieure à 1% en poids par rapport à la masse totale de l’adsorbant.
- 5. Adsorbant selon l’une quelconque des revendications précédentes, dans lequel les cristaux de zéolithes X ont un rapport atomique Si/AI compris entre 1,00 et 1,50, bornes incluses.
- 6. Adsorbant selon l'une des quelconque revendications précédentes, ayant un diamètre moyen en nombre compris entre 0,2 mm et 2 mm, bornes incluses.
- 7. Adsorbant selon l'une des quelconque revendications précédentes, dans lequel le diamètre moyen en nombre des cristaux de zéolithes X est inférieur ou égal à 1,5 pm, bornes incluses.
- 8. Adsorbant selon l'une quelconque des revendications précédentes, ayant une perte au feu, mesurée à 950 °C selon la norme NF EN 196-2, comprise entre 4,0% et 7,7% en poids.
- 9. Adsorbant selon l’une des quelconque revendications précédentes, dans lequel la fraction massique de zéolithe X est d'au moins 80% en poids de zéolithe(s) X par rapport au poids total de l'adsorbant.
- 10. Procédé de préparation d’un adsorbant selon l’une quelconque des revendications précédentes, comprenant au moins les étapes de : a) agglomération de cristaux de zéolithe X avec un liant, et mise en forme, puis séchage et calcination, b) zéolithisation éventuelle du liant, c) échange cationique de l’aggloméré par mise en contact avec une solution d’ions baryum, ou d’ions potassium, ou d’ions baryum et d’ions potassium, d) échange cationique au potassium lorsque l’étape c) d’échange est réalisée avec une solution d’ions baryum seuls, ou échange cationique au baryum lorsque l’étape c) d’échange est réalisée avec une solution d’ions potassium seuls, e) puis lavage et séchage du produit ainsi traité, et f) activation de l’adsorbant zéolithique ainsi obtenu.
- 11. Procédé selon la revendication 10, dans lequel le liant mis en oeuvre dans l’étape a) contient au moins 80 % en poids d'argile zéolithisable et une source de silice, et en ce que le procédé comprend une étape b) de zéolithisation dudit liant zéolithisable par action d'une solution basique alcaline, de préférence avec une solution de concentration comprise entre 0,5 M et 5 M et pendant une durée comprise entre quelques dizaines de minutes et quelques heures.
- 12. Procédé selon la revendication 10 ou la revendication 11, dans lequel la zéolithe X utilisée à l’étape a) comprend, de préférence est, une zéolithe FAU de type X à porosité hiérarchisée.
- 13. Adsorbant selon l’une quelconque des revendications 1 à 9, susceptible d’être obtenu selon le procédé de l’une quelconque des revendications 10 à 12.
- 14. Utilisation d’un adsorbant selon l’une quelconque des revendications 1 à 9, ou selon la revendication 13, dans les procédés de : • séparation de coupes d’isomères aromatiques en C8 et notamment des xylènes, • séparation d'isomères de toluène substitué tels que nitrotoluène, diéthyltoluène, toluènediamine, et autres, • séparation des crésols, • séparation des alcools polyhydriques.
- 15. Utilisation selon la revendication 14, pour la séparation de para-xylène à partir de coupes d'isomères aromatiques à 8 atomes de carbone.
- 16. Procédé de récupération de para-xylène à partir de coupes d'isomères d’hydrocarbures aromatiques contenant 8 atomes de carbone, en phase liquide, par adsorption du para-xylène, au moyen d'un adsorbant selon l'une quelconque des revendications 1 à 9 ou 13, en présence d'un désorbant, de préférence choisi parmi le toluène et le para-diéthylbenzène.
- 17. Procédé de récupération de para-xylène selon la revendication 16, de type lit mobile simulé, de préférence à contre-courant simulé.
- 18. Procédé de récupération de para-xylène à partir de coupes d'isomères d’hydrocarbures aromatiques contenant 8 atomes de carbone, en phase gazeuse, par adsorption du para-xylène au moyen d'un adsorbant selon l'une quelconque des revendications 1 à 9 ou 13, en présence d'un désorbant, de préférence choisi parmi le toluène et le para-diéthylbenzène.
- 19. Procédé de séparation d’alcools polyhydriques mettant en œuvre un adsorbant selon l'une quelconque des revendications 1 à 9 ou 13.
- 20. Procédé de séparation d'isomères de toluène substitué tels que nitrotoluène, diéthyltoluène, toluènediamine, mettant en œuvre un adsorbant selon l'une quelconque des revendications 1 à 9 ou 13.
- 21. Procédé de séparation des crésols mettant en œuvre un adsorbant selon l'une quelconque des revendications 1 à 9 ou 13.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1556524A FR3038529B1 (fr) | 2015-07-09 | 2015-07-09 | Adsorbants zeolithiques, leur procede de preparation et leurs utilisations |
CN201680040333.4A CN107847904B (zh) | 2015-07-09 | 2016-07-08 | 沸石吸附剂、其制备方法和其用途 |
US15/742,636 US10745329B2 (en) | 2015-07-09 | 2016-07-08 | Zeolite adsorbents, preparation process therefor and uses thereof |
EP16741570.2A EP3319724A1 (fr) | 2015-07-09 | 2016-07-08 | Adsorbants zéolithiques, leur procédé de préparation et leurs utilisations |
PCT/EP2016/066296 WO2017005908A1 (fr) | 2015-07-09 | 2016-07-08 | Adsorbants zéolithiques, leur procédé de préparation et leurs utilisations |
TW105121848A TWI759268B (zh) | 2015-07-09 | 2016-07-11 | 沸石吸附劑、其製備方法及其用途 |
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FR1556524A FR3038529B1 (fr) | 2015-07-09 | 2015-07-09 | Adsorbants zeolithiques, leur procede de preparation et leurs utilisations |
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FR3038529A1 true FR3038529A1 (fr) | 2017-01-13 |
FR3038529B1 FR3038529B1 (fr) | 2020-10-23 |
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US (1) | US10745329B2 (fr) |
EP (1) | EP3319724A1 (fr) |
CN (1) | CN107847904B (fr) |
FR (1) | FR3038529B1 (fr) |
TW (1) | TWI759268B (fr) |
WO (1) | WO2017005908A1 (fr) |
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CN112642391B (zh) * | 2019-10-10 | 2022-07-15 | 中国石油化工股份有限公司 | 一种聚结型对位二取代基苯吸附剂及其制备方法 |
CN113457212A (zh) * | 2021-06-25 | 2021-10-01 | 中触媒新材料股份有限公司 | 一种同时提高间甲基苯酚纯度和改善其色度的捕集剂制备与使用方法 |
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2015
- 2015-07-09 FR FR1556524A patent/FR3038529B1/fr not_active Expired - Fee Related
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2016
- 2016-07-08 CN CN201680040333.4A patent/CN107847904B/zh active Active
- 2016-07-08 US US15/742,636 patent/US10745329B2/en active Active
- 2016-07-08 WO PCT/EP2016/066296 patent/WO2017005908A1/fr active Application Filing
- 2016-07-08 EP EP16741570.2A patent/EP3319724A1/fr active Pending
- 2016-07-11 TW TW105121848A patent/TWI759268B/zh not_active IP Right Cessation
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FR2903978A1 (fr) * | 2006-07-19 | 2008-01-25 | Ceca Sa Sa | Adsorbants zeolitiques agglomeres, leur procede de preparation et leurs utilisations |
Also Published As
Publication number | Publication date |
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TW201707786A (zh) | 2017-03-01 |
CN107847904A (zh) | 2018-03-27 |
CN107847904B (zh) | 2022-01-28 |
EP3319724A1 (fr) | 2018-05-16 |
US10745329B2 (en) | 2020-08-18 |
FR3038529B1 (fr) | 2020-10-23 |
WO2017005908A1 (fr) | 2017-01-12 |
TWI759268B (zh) | 2022-04-01 |
US20180201556A1 (en) | 2018-07-19 |
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