EP1998889A2 - Procede de traitement d'un fluide a l'aide d'un reseau auto organise adsorbe sur une surface - Google Patents
Procede de traitement d'un fluide a l'aide d'un reseau auto organise adsorbe sur une surfaceInfo
- Publication number
- EP1998889A2 EP1998889A2 EP07731225A EP07731225A EP1998889A2 EP 1998889 A2 EP1998889 A2 EP 1998889A2 EP 07731225 A EP07731225 A EP 07731225A EP 07731225 A EP07731225 A EP 07731225A EP 1998889 A2 EP1998889 A2 EP 1998889A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- molecules
- network
- fluid
- substrate
- sieve
- 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.)
- Withdrawn
Links
- 239000012530 fluid Substances 0.000 title claims abstract description 61
- 238000000034 method Methods 0.000 title claims abstract description 54
- 239000000758 substrate Substances 0.000 claims abstract description 52
- 239000002808 molecular sieve Substances 0.000 claims abstract description 10
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims description 41
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- 238000000746 purification Methods 0.000 claims description 13
- 239000000243 solution Substances 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 12
- 239000000126 substance Chemical group 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 10
- PFTBUSKWFDVYMM-CONDHPEXSA-N 1,3,5-tris[(e)-2-(3,5-didecoxyphenyl)ethenyl]benzene Chemical compound CCCCCCCCCCOC1=CC(OCCCCCCCCCC)=CC(\C=C\C=2C=C(\C=C\C=3C=C(OCCCCCCCCCC)C=C(OCCCCCCCCCC)C=3)C=C(\C=C\C=3C=C(OCCCCCCCCCC)C=C(OCCCCCCCCCC)C=3)C=2)=C1 PFTBUSKWFDVYMM-CONDHPEXSA-N 0.000 claims description 9
- 239000010439 graphite Substances 0.000 claims description 9
- 229910002804 graphite Inorganic materials 0.000 claims description 9
- 125000005842 heteroatom Chemical group 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 238000006555 catalytic reaction Methods 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000000605 extraction Methods 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 claims description 3
- 235000021286 stilbenes Nutrition 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 2
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000004032 porphyrins Chemical class 0.000 claims description 2
- 238000012545 processing Methods 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- PMJMHCXAGMRGBZ-UHFFFAOYSA-N subphthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(=N3)N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C3=N1 PMJMHCXAGMRGBZ-UHFFFAOYSA-N 0.000 claims description 2
- QHFBJHJJCVWGCR-ZQHSETAFSA-N C(CCCCCCCCCCC)OC=1C=C(C=C(C1)OCCCCCCCCCCCC)/C=C/C1=CC=CC=C1 Chemical compound C(CCCCCCCCCCC)OC=1C=C(C=C(C1)OCCCCCCCCCCCC)/C=C/C1=CC=CC=C1 QHFBJHJJCVWGCR-ZQHSETAFSA-N 0.000 claims 1
- 239000007983 Tris buffer Substances 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- VPUGDVKSAQVFFS-UHFFFAOYSA-N coronene Chemical compound C1=C(C2=C34)C=CC3=CC=C(C=C3)C4=C4C3=CC=C(C=C3)C4=C2C3=C1 VPUGDVKSAQVFFS-UHFFFAOYSA-N 0.000 description 52
- 239000011148 porous material Substances 0.000 description 28
- QRRKXCPLJGPVHN-UHFFFAOYSA-N hexabenzocoronene Chemical compound C12C(C(=C34)C(=C56)C7=C89)=C%10C7=C7C%11=CC=CC7=C8C=CC=C9C5=CC=CC6=C3C=CC=C4C1=CC=CC2=C1C%10=C%11C=CC1 QRRKXCPLJGPVHN-UHFFFAOYSA-N 0.000 description 26
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 10
- 230000003993 interaction Effects 0.000 description 7
- SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 description 6
- 230000008021 deposition Effects 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 238000009792 diffusion process Methods 0.000 description 4
- 238000006073 displacement reaction Methods 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 4
- NVWCQPYOGQBFDC-UHFFFAOYSA-N 1,2,3-tris(2-phenylethenyl)benzene Chemical compound C=1C=CC=CC=1C=CC(C=1C=CC=2C=CC=CC=2)=CC=CC=1C=CC1=CC=CC=C1 NVWCQPYOGQBFDC-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 238000001338 self-assembly Methods 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- 125000003396 thiol group Chemical class [H]S* 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- OENRQKIFGVNORZ-GFURHUOGSA-N 1,3,5-tris[(e)-2-(3,5-didodecoxyphenyl)ethenyl]benzene Chemical compound CCCCCCCCCCCCOC1=CC(OCCCCCCCCCCCC)=CC(\C=C\C=2C=C(\C=C\C=3C=C(OCCCCCCCCCCCC)C=C(OCCCCCCCCCCCC)C=3)C=C(\C=C\C=3C=C(OCCCCCCCCCCCC)C=C(OCCCCCCCCCCCC)C=3)C=2)=C1 OENRQKIFGVNORZ-GFURHUOGSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- -1 coronene and HBC Chemical class 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 150000002466 imines Chemical class 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 238000011031 large-scale manufacturing process Methods 0.000 description 2
- 238000000386 microscopy Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002086 nanomaterial Substances 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- CDKDZKXSXLNROY-UHFFFAOYSA-N octylbenzene Chemical compound CCCCCCCCC1=CC=CC=C1 CDKDZKXSXLNROY-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 150000003384 small molecules Chemical class 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- KMHSUNDEGHRBNV-UHFFFAOYSA-N 2,4-dichloropyrimidine-5-carbonitrile Chemical compound ClC1=NC=C(C#N)C(Cl)=N1 KMHSUNDEGHRBNV-UHFFFAOYSA-N 0.000 description 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000001015 X-ray lithography Methods 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 238000001502 gel electrophoresis Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 150000002506 iron compounds Chemical class 0.000 description 1
- 238000002032 lab-on-a-chip Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002071 nanotube Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000010944 silver (metal) Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 230000005641 tunneling Effects 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- 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
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28033—Membrane, sheet, cloth, pad, lamellar or mat
- B01J20/28035—Membrane, sheet, cloth, pad, lamellar or mat with more than one layer, e.g. laminates, separated sheets
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/34—Size selective separation, e.g. size exclusion chromatography, gel filtration, permeation
-
- 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
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
-
- 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
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3202—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
- B01J20/3204—Inorganic carriers, supports or substrates
-
- 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
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3244—Non-macromolecular compounds
- B01J20/3246—Non-macromolecular compounds having a well defined chemical structure
-
- 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
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3244—Non-macromolecular compounds
- B01J20/3246—Non-macromolecular compounds having a well defined chemical structure
- B01J20/3248—Non-macromolecular compounds having a well defined chemical structure the functional group or the linking, spacer or anchoring group as a whole comprising at least one type of heteroatom selected from a nitrogen, oxygen or sulfur, these atoms not being part of the carrier as such
- B01J20/3253—Non-macromolecular compounds having a well defined chemical structure the functional group or the linking, spacer or anchoring group as a whole comprising at least one type of heteroatom selected from a nitrogen, oxygen or sulfur, these atoms not being part of the carrier as such comprising a cyclic structure not containing any of the heteroatoms nitrogen, oxygen or sulfur, e.g. aromatic structures
-
- 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
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3244—Non-macromolecular compounds
- B01J20/3246—Non-macromolecular compounds having a well defined chemical structure
- B01J20/3248—Non-macromolecular compounds having a well defined chemical structure the functional group or the linking, spacer or anchoring group as a whole comprising at least one type of heteroatom selected from a nitrogen, oxygen or sulfur, these atoms not being part of the carrier as such
- B01J20/3255—Non-macromolecular compounds having a well defined chemical structure the functional group or the linking, spacer or anchoring group as a whole comprising at least one type of heteroatom selected from a nitrogen, oxygen or sulfur, these atoms not being part of the carrier as such comprising a cyclic structure containing at least one of the heteroatoms nitrogen, oxygen or sulfur, e.g. heterocyclic or heteroaromatic structures
Definitions
- the present invention relates to a method of treating a fluid.
- the treatment of fluids can be carried out by different techniques depending on the scale at which it is desirable to work.
- Separation membranes are generally used for applications on large volumes of fluid, but this system is not satisfactory because the selectivity and / or speed of transport remains limited. Moreover, the application to microscopic volume samples remains hazardous.
- gel electrophoresis based on the differential transport of polyelectrolytes such as DNA or proteins.
- Gels having small pores can be made reproducibly.
- These, in addition to a limited life, have the disadvantage of having pores whose spatial distribution remains random.
- this technique remains slow and difficult to automate because effective gel can not be prepared in advance.
- the object of the present invention is to provide a method for treating a fluid that overcomes the aforementioned drawbacks, in particular with regard to the speed of passage of the fluid.
- Another object of the present invention is to provide a method of treating a fluid which has a better selectivity to the fluid.
- the present invention relates to a method of treating a fluid.
- the fluid is brought into contact with a substrate on the surface of which there exists a network of organic molecules, called network molecules, or network molecules, having a central core and at least one lateral arm, said molecules network being adsorbed on the surface of the substrate.
- the present invention also relates to a molecular sieve with two-dimensional (2-D sieve) consisting of a substrate, as described in the present invention, on the surface of which is adsorbed a network of network molecules according to the present invention.
- the present invention further relates to a fluid treatment module consisting of a sealed chamber comprising means for circulating the fluid to be treated and containing one or more 2-D sieves, according to the present invention.
- the present invention also relates to a treatment module further comprising a second sealed enclosure, the two sealed enclosures being equipped with means for circulating a fluid separated by a wall traversed by one or more two-dimensional molecular sieves, said wall being made of a sufficiently fluid-tight material but permeable to the compounds diffusing through the sieve.
- the present invention further relates to the use of a module as described in the present invention for the treatment of a fluid.
- Figure 1 (a) schematically shows a network molecule
- Fig. 1 (b) shows the structure of the network molecule shown in Fig. 1 (a)
- Figure 1 (c) schematically shows a network of molecules according to the invention on a surface.
- FIGS. 2 (A) shows the structures of the following molecules: TSB35, coronene, hexabenzocoronene and pentacene;
- FIGS. 2 (B), (C) and (D) respectively correspond to an STM view of a 2-D sieve alone (B) and after addition of coronene (C) or HBC (D).
- FIGS. 3 (A1), (A2), (A3) and (A4) show the successive STM images of a 2-D sieve in the presence of coronene showing the diffusion of cavity cavities of the coronene
- Figure 3 (B) shows the STM image of a 2-D screen in the presence a mixed substoichiometric solution of coronene and HBC
- Figure 3 (C) illustrates the selective transport of molecules in the presence of a 2-D sieve.
- FIG. 4 illustrates a particular embodiment of the invention that makes use of a temperature gradient.
- Figure 5 illustrates a type of module for using the dynamic mode method for separating compounds of varying sizes.
- Figure 6 is a logarithmic curve showing the evolution of the residence time (ms) of a molecule within a 2-D sieve as a function of temperature ( 0 C).
- Figure 7 illustrates another type of module for using the dynamic mode method for separating compounds of varying sizes.
- FIG. 8 represents a particular embodiment of the invention in which the treatment corresponds to a catalysis.
- the present invention relates first of all to a method of treating a fluid.
- the fluid is brought into contact with a substrate on the surface of which there exists a network of organic molecules, called network molecules, or network molecules, having a central core and at least one lateral arm, said molecules network being adsorbed on the surface of the substrate.
- the network on the surface of the substrate can in particular be formed by network molecules capable of self-organizing during their deposition.
- Those skilled in the art have at their disposal a large family of compounds capable of adopting this behavior [V. Barth, Nature, 2005, 437, 671-679].
- network molecules have a central planar structure, corresponding to the central core, from which lateral arms radiate.
- a network molecule it is also possible to use an assembly of compounds, some ensuring the presence of the central planar structure and others constituting the lateral arms, to form a network complex that behaves on the surface. of the substrate, as the molecules according to the invention [JA Theobald, letters to Nature, 2003, 424].
- the central core and the said at least one lateral arm are not covalently bonded but by weaker interactions, and especially of the type ionic or hydrogen bonds.
- the term network molecule, or molecule in the same meaning, usable according to the invention must be understood in a broad manner and include, where relevant, such complexes.
- the "side arms" are then common to the "core” type compounds adjacent to each other within the network.
- a network is obtained by self-assembly thanks to weak interactions of the hydrogen bond or Van der Waals type, between the different molecules.
- These network molecules can also take advantage of ionic interactions and can then be in the form of salts, the counterions being typically of organic nature and preferably carried by another molecule of the network or by the same molecule.
- the inventors consider that the discotic molecules are particularly interesting in the context of the present invention.
- Such molecules correspond to compounds having a flat aromatic nucleus, the central nucleus, which may be substituted with various groups as well as with alkyl chains and having n side arms, n being an integer greater than or equal to 1, corresponding to C1 to C18 alkyl groups.
- aromatic nucleus there may be mentioned aromatic or heteroaromatic carbonaceous structures, optionally mono- or poly-substituted, consisting of one or more aromatic or heteroaromatic rings each comprising from 3 to 8 atoms, the heteroatom (s) being generally N, O, P or S.
- the substituent (s) may contain one or more heteroatoms, such as N, O, F, Cl, P, Si, Br or S, as well as alkyl groups or groups bearing heteroatoms such as an alcohol group, amine, imine, ester, carboxylic acid, thiol, amide, ether, trifluoromethyl, ketone, aldehyde, sulfonyl, nitrile ...
- the general structure of the ring may of course be branched and comprise non-contiguous aromatic rings, in general it is desirable, however, that the set of ⁇ -type bonds form a conjugate system.
- the aromatic nucleus consist of a benzene, a pyridine, a stilbene, such as 1,3,5 tristyrilbenzene, a porphyrin, a phthalocyanine, a 'a subphthalocyanine or their derivatives.
- a side arm according to the invention is in particular constituted by a side chain which is an alkyl group generally corresponding to an alkyl chain whose length is greater than 4 carbon atoms and preferably of between 6 and 16.
- An alkyl group may also be branched, more or less saturated and more or less substituted.
- the substituent (s) may contain one or more heteroatoms, such as N, O, F, Cl, P, Si, Br or S, as well as groups carrying heteroatoms such as an alcohol, amine, imine, ester, carboxylic acid or thiol group. amide, ether, trifluoromethyl, ketone, aldehyde, sulfonyl, nitrile ... It is preferable that the alkyl group is a weakly branched chain.
- a side arm according to the invention may in particular be an alkyl, an alkoxy, an alkyl ether, preferably linear and C 6 -C 6 .
- a molecule carrying several side arms it is possible that they are of different structure. It is interesting that one or more asymmetric centers, typically in the form of an asymmetric carbon, is present on at least one arm. It is recommended that the network molecule carry 6 arms.
- Preferred network molecules have a structure of general formula (I):
- R1 to R6 independently represent alkyl groups in -C n Hb n + ! , and especially alkoxy at -OC n H2n + i, n being an integer greater than or equal to 1, and especially C 6 to C 16 , and R 7 to R 9 are independently selected from hydrogen, C 1 to C 4 alkyl groups or a chemical function carrying one or more heteroatoms.
- the structure (I) has an axis of symmetry of order at least equal to 3.
- R 1 and R 6 , R 2 and R 3 and R 4 and R 5 are respectively identical to each other or that R 1 to R 6 are identical. It is preferable that R 1 to R 6 are chosen from alkyls, alkoxy and alkyl ethers having one or more unsaturations and preferably linear C 6 to C 6 bonds.
- the substituents R7 to R9 will advantageously be chosen from the chemical functions carrying one or more heteroatoms, and in particular the alcohol, thiol and amine functions, or hydrogen, it is preferable that the substituents are identical and it is particularly appropriate that they correspond to hydrogen.
- Molecules having a core corresponding to a tristyrylbenzene carrying lateral arms, in particular chains alkoxy, - OC n H 2n + - !, with preferably n is between 6 and 16, located in the meta peripheral aromatic rings are particularly advantageous.
- the lattice molecules have an axis of symmetry of order at least equal to 3.
- the order of symmetry of the axis of the molecules influences the structure of the network, the skilled person, considering the network he wants to obtain in terms of the treatment he wants to subject the fluid, choose the best suited symmetry.
- An axis is said axis of symmetry of order m if the integer number m is such that the angle of rotation 2 ⁇ / m around this axis is the smallest angle that causes the molecule to be superimposed on itself.
- the substrate according to the invention may be chosen from organic or inorganic substrates. It is desirable that these have a surface having planar terraces at the atomic scale, preferably said terraces have a surface greater than or equal to 400 nm 2 .
- an inorganic substrate which may in particular be chosen from metal substrates such as transition metals such as Au, Ag, Cu or substrates used in the field of biology or electronics such as silicon or carbon, for example in the form of highly oriented pyrolytic graphite (HOPG - Highly Oriented Pyrolitic Graphite). Because of the influence of the substrate on the organization of molecules, the molecule that will form the self-organized network must have sufficient chemical affinity for its adsorption on the substrate. The substrate may further undergo a surface treatment, such as oxidation, depending on the properties that the user wishes it has.
- the substrate will advantageously be chosen according to the network molecules that the user wishes to employ and according to the affinities that develop between them. It is known that in general the adsorption barrier is not large enough to keep small molecules on the surface of a substrate as soon as one of the parameters of the medium, such as temperature or agitation, is modified.
- the presence of lateral arms on the network molecules that can be used according to the invention makes it possible to bring a great stability to the adsorbed molecules and allows an important flexibility in their choice.
- the presence of side arms also makes it possible to reduce the mobility of the molecules on the surface of the substrate on which they are adsorbed, thus guaranteeing a high stability to the formed network.
- the network may be locally chiral without the molecules necessarily having an asymmetric center [Spillman et al., J. Ma. Chem. Soc., 2003, 125, 10725-10728].
- substrates likely to promote the growth of a domain of a given chirality, such substrates have chiral surfaces, they are generally cleaved single crystals, vicinal surfaces, ie stepped surfaces, are particularly suitable.
- the inventors consider that it is particularly advantageous to use a carbon surface, preferably in the form of highly oriented pyrolytic graphite, with molecules derived from stilbene and more particularly from tristyrylbenzene. It is also desirable for the molecule to carry three, six or nine saturated, preferably identical, side arms, such as C 6 -C 18 aliphatic chains. The order of the axis of symmetry of such molecules is typically of order 3
- the method according to the invention may further comprise a step of preparing the substrate.
- a step of preparing the substrate Those skilled in the art are able to take the necessary steps to ensure that the surface of the substrate intended to receive the network is clean, for example in the case of HOPG it is preferable to use a freshly cleaved surface.
- the substrate is then covered by the network of network molecules, the network molecules can be deposited in different ways.
- a first method consists of dissolving them in a suitable solvent and then covering the surface with the solution obtained, the solvent then being evaporated. This type of deposition can be easily achieved under conditions close to normal conditions of temperature and pressure (CNTP, 1 atm, 25 0 C).
- CNTP normal conditions of temperature and pressure
- the experimental protocols are of course to adapt according to the molecule, however the method can be implemented in a wide range of temperature, limited by the boiling point of the solvent, and pressure.
- a drop of solvent containing the solubilized network molecules can simply be deposited on the substrate on which the molecules adsorb and form the network.
- Another method is to make sublimation deposition, usually performed under ultra-high vacuum (UHV) from a Knudsen cell. During their deposition the molecules are adsorbed on the surface and self-organize in the form of a network, such a deposit has the same characteristics as those made from a solvent.
- UHV ultra-high vacuum
- These methods lead to the realization of a two-dimensional or two-dimensional sieve network (2-D sieve) consisting of network molecules assembled in the form of a network and adsorbed on the surface of the substrate.
- the sieve is in the form of a substrate covered with a network of molecules that forms a real grid on its surface: cavities of molecular scale, only access to the surface of the substrate, are present within a vast carbon skeleton consisting of all the molecules linked together by weak interactions.
- the size and shape of the pores in the 2-D sieve can be modulated in particular by modifying the length of the lateral arms of the network molecules or the size of the central core.
- the affinities that the 2-D sieve develops with any compound can be modulated by the functionalization of the side arms by introducing groups allowing the creation of hydrogen bonds for example.
- the deposition of the molecules can be monitored using a microscope such as a Tunneling Microscopy (STM).
- STM Tunneling Microscopy
- the treatment of the fluid corresponds in particular to a purification or enrichment by extraction or addition of particular compounds, it can also correspond to the catalysis of a reaction on compounds in solution in the fluid in question.
- the compounds should have sufficient affinity with the selected substrate to adsorb to them.
- the system will adapt particularly well to the PAH (Polycyclic Aromatic Hydrocarbons) type molecules that are found especially in oils.
- the method may thus comprise a complementary step corresponding to the determination of the most suitable substrate for the compound of interest, the observation at the STM of different surfaces placed in the presence of the compound will make it possible to select the one or those for which the affinity is the best adapted, whether large or moderate.
- the process is particularly applicable to non-viscous liquids under the operating conditions chosen. Since the process parameters are relatively flexible, it is thus possible to vary one of them to adapt the process to most liquids. Thus to a too viscous liquid can be added an additional solvent to fluidize it, the temperature or the pressure of the medium can also be changed. The concentration of species contained in the solvent can also be easily modulated insofar as it is desired to avoid saturation of the sieve.
- the treatment method corresponds to a method of controlled enrichment of a fluid with an enrichment compound.
- the 2-D sieve is prepared such that the pore size is close to that of the enrichment compound and advantageously that weak bonds, such as hydrogen bonds, can develop between the enrichment and the network, and / or the substrate, when the enrichment compound is located in a pore.
- a controlled variation of a parameter such as the temperature makes it possible to release the enrichment compound.
- HBC hexabenzocoronene
- the enriched sieve can be prepared from HBC placed in contact with the 2-D sieve at a TV temperature.
- the fluid to be treated can simply be brought into contact with the enriched 2-D sieve, and as soon as it is desirable to release the HBC the 2-D sieve can be brought to a T 2 temperature at which the network is looser.
- the control parameter can also be the overall load of the sieve.
- the treatment corresponds to a static purification of the fluid.
- This embodiment can be implemented in particular by adapting the size and the shape of the pores of the 2-D sieve to the size of the purification compounds that are desirable to extract from the fluid.
- the purification compounds in contact with the sieve are trapped in the pores. It is also possible to prepare the sieve so that weak bonds can develop between the network, and / or the substrate, and the purification compounds in order to increase the affinity existing between the 2-D sieve and these compounds. in order to increase the efficiency of the purification.
- the use of a chiral sieve makes it possible to selectively extract fluid from the enantiomers of the purification compound if the latter is chiral.
- a 2-D sieve prepared from a network of tristyrilbenzene derivatives on HOPG makes it possible to selectively isolate HBC in a solution consisting of a mixture of polyaromatic hydrocarbons (PAHs). : coronene, HBC and pentacene.
- PAHs polyaromatic hydrocarbons
- the treatment corresponds to a dynamic purification.
- This type of purification makes use of the specific properties of the 2-D sieves according to the invention. If the 2-D sieve corresponds to a true trap for certain compounds as described in the previous embodiments, it also behaves as a transfer surface for other molecules which then diffuse from pores into pores. The sieve can thus be used in particular to separate compounds of varying sizes.
- This type of dynamic behavior is particularly manifest for liquid-solid interfaces, whose ratio (molecules in solution / available pore) is typically of the order of one hundred.
- the pore density resulting from self-organization on a HOPG graphite surface of the TSB35 molecule provided with C10 side arms amounts to 8 ⁇ 10 12 pores / cm 2 .
- the rate of pore transfer in pores of certain molecules on the surface then depends on the temperature of the sieve at the position occupied by the molecules of the compound considered therein. The higher the temperature, the higher the speed. This makes it possible to direct the movement of the molecules of the compound from the hottest areas of the sieve to the colder zones.
- a selective sorting between the molecules of the compound in question which for example remain stuck in the pores (HBC for example) and the molecules which diffuse pores in pores (Coronene for example) can be realized.
- a judicious choice of the molecules constituting the 2-D sieve makes it possible to confer or not dynamic properties to such or such molecules.
- a wall placed parallel to the surface of the substrate also makes it possible to minimize the diffusion of the molecules to be filtered via the liquid.
- the treatment corresponds to a catalysis carried out on compounds dissolved in the fluid. It is an application of the difference in mobility between molecules of different sizes within the network.
- a proportion of 1 to 1000 to 1 per 100000 and preferably 1 to 10000, of network molecule is modified so that it carries a catalyst.
- the fluid containing the molecules to be treated is brought into contact with the catalytic surface thus produced in a heterogeneous catalytic reactor.
- a TSB sieve in the case of oxidation of polyaromatic compounds such as coronene and HBC, most of the HBC molecules present in the fluid are trapped on the surface by the self-assembled network and never meet the chemical catalyst group.
- the coronene molecules present, when they are mobile on the surface and are thus guided to the molecules containing the chemical catalyst group and are thus oxidized.
- the invention also relates to a two-dimensional molecular sieve consisting of a substrate on the surface of which is adsorbed a network of network molecules, in particular those presented above, characterized in that the adsorbed molecules are capable of self-organizing to the surface to form a network.
- the invention also relates to the use of such a screen for the treatment of a fluid.
- the molecular sieve which is the subject of the invention is a 2-D sieve as presented above.
- the invention also relates to a fluid treatment module consisting of an enclosure, which can be sealed, comprising means for circulating the fluid to be treated and containing one or more 2-D sieves and its use for the treatment of said fluid.
- the module advantageously comprises means for establishing a temperature gradient inside the chamber and advantageously on the surface of each of the sieves.
- the module may also consist of two enclosures, preferably sealed, equipped with means for circulating a fluid separated by a wall traversed by one or more two-dimensional sieves, 2-D sieve, said wall generally consisting of a material sufficiently fluid tight but permeable to compounds diffusing through said molecular sieve.
- the treatment module may also correspond to a device in which one or more 2-D sieves, and in particular on a substrate such as a graphite sheet or one or more multi-layer nanotubes, are used in a bridging manner between a first medium containing the fluid to be treated, typically in the form of a vessel, and a second medium, typically in the form of a vessel containing another fluid or under vacuum.
- the fluid to be treated further comprising compounds to be isolated, the extraction takes place in the direction of the first to the second medium, or to inject, the displacement of the molecules of compounds taking place in the direction of the second to the first medium.
- the use of heating means, in the form of a temperature gradient imposed on the sieve 2-D bridging may advantageously be implemented to facilitate the movement of material as previously indicated.
- fixation time of a molecule of a particular compound can easily be modulated with temperature: it decreases as the temperature increases.
- the invention uses two-dimensional nanostructures organized by self-assembly and makes it possible to work at the nanoscale.
- the invention can thus be used in many fields of application such as electronics or biology. It can be implemented easily and quickly, because the use of self-organizing network molecules avoids heavy molecular engineering steps, resulting in a lower cost both for the use on small than large areas.
- the process can be used according to different mode, static or dynamic, which brings great flexibility to the user. It can be implemented on small amounts of fluid because of the direct interaction of the surface with the fluid, and thus avoids wasting material. The direct interaction also brings a great speed to the treatment. Finally, the control possibilities provided by the invention at the nanometric level are important, the use in dynamic mode makes it possible to control more directly the movement of the individual molecules.
- the present invention also relates to the use of a module as described in the present invention for the treatment of a fluid. As illustrated below has been implemented on a substrate of
- HOPG of 1 cm 2 whose surface was cleaved before use to ensure its cleanliness, the presence of atomically flat terraces, here over several hundred nm 2 , 300 to 600, was observed by observation at the STM.
- the network molecule employed is derived from tristyrylbenzene, it is (1,3,5-tris [(E) -2- (3,5-didecyloxyphenyl) -ethenyl] benzene (TSB35), it has also been realized. with (1,3,5-tris [(E) -2- (3,5-didodecyloxyphenyl) ethenyl] benzene) (side arm at -OC 12 H 25 ). This was solubilized in a solvent (phenyloctane or tetradecane) at a concentration of about 10 -4 mol / L. A drop of the solution was then deposited on the freshly cleaved sample. The 2-D sieve thus obtained was characterized using an STM microscope, operating directly in the liquid, the tip of which is immersed in the drop.
- the TSB35 array (Fig. 1b) has hexagonal honeycomb geometry, including cavities about 1.3 nm in diameter connected by channels about 1.1 nm wide.
- the sieve structure consisting of network molecules (FIG 1b) is shown in FIG 1c on which appear the zones which blocks the passage of molecules (1), the pores allowing the reception of molecules (2) and the channels allowing the passage pore molecules in pores (3).
- solvent phenyl-octane or tetradecane, for example
- PAH polyaromatic hydrocarbon
- FIG. 3B corresponds to an image obtained by STM of a substoichiometric solution [concentration of cavities per unit area 8.2 x 10 12 cavities / cm 2 ] mixed coronene and HBC (horizontal scan, 20 ⁇ 20 nm 2 , speed scan time: 160 ms / line, setpoint current 8 pA) on a 2-D screen. Cavities transiently harboring a coronene molecule appear streaked, unlike those containing HBC molecules.
- the residence time within each cavity can be modulated via a change in the temperature of the substrate.
- the higher the sieve temperature the shorter the residence time of the molecules within the pores.
- modules of the invention generally take advantage of the presence of a temperature gradient on the surface of the 2-D sieve (s) they contain.
- a temperature gradient makes it possible to promote the displacement of the molecules.
- the solubilized molecules in a liquid arrives from the left (In) and adsorbed on the sieve.
- the gradient then makes it possible to direct the molecules of the hot parts towards the cold parts (from left to right on the drawing), in order to be extracted at the exit (out).
- FIG. 3C The mode of displacement in the presence of the 2-D sieve of coronene, HBC and pentacene is illustrated in FIG. 3C: the coronene molecules move through the channels formed by the lateral arms of the network molecules whereas those of HBC remain fixed in the pores, the pentacene molecules are too large to penetrate the pores, so they remain outside the network established on the surface.
- the central nucleus of the network molecules is an obstacle to the displacement of molecules, which have a sufficiently small size (HBC and coronene) to penetrate a pore, but too large (only HBC) to move through the network.
- the molecules likely to move on the surface are those whose size is sufficiently small (HBC and coronene) to penetrate a pore and then move in the network through the spaces, real channels, that form the lateral arms (example: coronene) .
- a first module is shown in Figure 5, it is a module in which two sealed enclosures, or two tanks, one containing a fluid to be treated (In) and the other a second fluid (Out), which are separated by an insulating membrane that does not allow the passage of liquid.
- a 2-D sieve according to the invention is disposed at or at the interfaces of the membrane and the wall or walls of the enclosures. The 2D sieve may be optionally used as a wall at the membrane. Only the small molecules can here diffuse through the channels present on the sieve which represent the only means of passage between the two enclosures. Thus the smallest molecules can be extracted from the first medium (in) to the second (out).
- the passage from one medium to another is all the more effective as the distance on which it is made is close to the average size of a monodomain of network molecule.
- the average size of the monodomain is 100 nm to 1000 nm wide.
- Another type of processing module shown in FIG. 7 corresponds to a module in which the 2-D screen is used in a bridging manner between a first medium containing the fluid to be treated, typically in the form of a tank, and a second medium, typically in the form of a vessel containing another fluid or under vacuum.
- the central part is a surface of HOPG covered with the TSB network 35.
- the left side of the surface is immersed in the solution of molecules to be filtered (In). Only molecules whose size is suitable for the diffusion process adsorb within cavities.
- the use of such a device makes it possible to extract the coronene molecules from a solution of PAH.
- a temperature gradient that directs the dynamics of molecules from left to right (fig.4 and 7). The molecules migrate dry to the right side of the tube, where it is found in the outlet pond liquid (Out).
- This device has the advantage that it is possible to use it in most environments, it is not necessary that the sieve is covered with liquid.
- the treatment that can undergo a fluid can be for example a selective reaction: coronene in a solution of PAH containing other constituents of chemical reactivity comparable to that of coronene but of different molecular size, such as hexabenzocoronene (HBC), and any other PAH formed from more than six aromatic rings, can be selectively oxidized.
- the surface of the catalyst consists of HOPG graphite onto which network molecules, for example TSB35, are adsorbed. Some of these molecules (typically one per 10,000) are chemically substituted by a group chemical catalyst of the oxidation reaction, typically an iron compound with oxidation state II (a complex such as an iron phthalocyanine II or an iron crown ether II for example).
- this complex may itself be adsorbed on the surface, provided that it is bulky enough to be immobilized.
- the fluid containing the molecules to be treated is brought into contact with the catalytic surface thus produced in a heterogeneous catalytic reactor.
- Most HBC molecules are trapped on the surface by the self-assembled network and never meet the chemical catalyst group.
- the coronene molecules when they are mobile on the surface and are thus guided to the molecules containing the chemical catalyst group and will thus be oxidized (fig.8).
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FR0602760A FR2899132B1 (fr) | 2006-03-30 | 2006-03-30 | Procede de traitement d'un fluide a l'aide d'un reseau auto organise adsorbe sur une surface |
PCT/FR2007/000545 WO2007118976A2 (fr) | 2006-03-30 | 2007-03-29 | Procede de traitement d'un fluide a l'aide d'un reseau auto organise adsorbe sur une surface |
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