TWI335237B - A method of collecting metal nanoparticles or organic molecules with ionic liquids - Google Patents

Description

丄功237

NCCU-06004-TWI VII. Designated representative circle: (―) The representative representative figure of this case is: (5). (Second represents the symbol of the symbol of the diagram is simple: .2 oxidation > 5 granules; 2: ionic liquid; 3: column; 4. aqueous solution containing traces of metal nanoparticles; 5 · organic solvent; and 6: wash If there is a chemical formula in this case, please disclose the chemical formula that best shows the hair mark: [Technical Field of the Invention] The present invention relates to a technique, particularly related to; ^ ^ Sub-liquid (Iomc Liquids molecular method and A variety of ion-reducing metal nanoparticles and [prior art] Recently, environmental issues have gradually been taken care of by the society without damaging the environmental ecology of the public, looking for an important alternative to the organic solvent green to the temperature of the ion is 1 contains Yin_% ion And in solution at room temperature 1335237

The NCCU-06004-TWI state salts are also known as room temperature molten salts. It has low vapor pressure, non-flammability, high thermal stability, etc., which can replace the traditional volatilizers (VOCs) to reduce the potential danger of the use of traditional volatile organic solvents. Wei Mis, so some people shot as "Wei _" [^. Fine J · B. Zimmerman, Wu · gt; 〇 «· Free / · 2003, 37, 94A] 〇 and ion

The structure of the liquid is composed of anion and a cation, and its properties change depending on the anion and cation. Therefore, 'regulating the anion and cation can change the properties of the ionic liquid, such as C KR Seddon, A. Stark, M, J. Torres, Pure Appl Chem., 2 QQ 2275] and acid-base [γ(五)咖, H ___, (: cerebral shed 1995, Z5, 26), etc., so the ionic liquid is also known as "designed type of ionic liquids with diversified characteristics, and has many applications" can be described as - a field that is booming. In the removal of the aqueous solution and its preconcentration, the liquid-liquid scale is taken as a simple and effective method [ZS F coffee, c. p (4) c M s coffee (10),; js _nguez,, 23, (10)]. ·The liquid phase draw method makes the organic compound _, pure soluble · use (four) wealth and human body damage, so use green solvent - ionic liquid instead of volatile organic solvent application; extract + only retain liquid phase __ liquid extraction The advantages can also be ruled out by the use of volatile solvents. In the synthetic method of non-rice particles, it is the easiest to prepare in the water phase towel. Many of the current control macron size and view are based on this method UD Aiken, R. 1335237 NCCU-06004-TW1 G Pinke' ·/ ϋ Qjfto/·冼1999, /45, 1 However, the application of some metal nanoparticles must be carried out under organic medium. The metal nanoparticles can be synthesized directly in the organic phase towel to obtain the organic phase of the metal nanoparticles, but if the nano phase in the aqueous phase can be obtained, Particles directly reddening the organic phase t are more sensible for domain instinct. The method of transferring the aqueous phase nanoparticle phase to an organic solvent can be roughly divided into two categories: - it is the use of metal nanoparticles Bonding with hydrophobic sulfur or nitride 'by this hydrophobic group carries metal nanoparticles to the organic phase [Ν·(4), sp (4), SD Adyanthaya, M Sastry, Langmuir, 2001, 17, 3766; J Yang, JY, Deivaraj, Η. P. Too, J. Colloid Interface Sci., 2004, 277, K. Naka, Y. Chujo, J. Am. Chem. Soc., 2004, 126, 〕, The surface of the fine nanoparticle particles and the phase transfer reagent form a hydrophobic ion pair, which makes the nanoparticles more hydrophobic and achieve phase transfer purposes [D·G Li, SH Chen, S. Y Zhao, XM Hou, Η. Y. Ma, X. Q Yang, APPl Surf. S〇i, 2002,62 ; s. γ Zha〇> s H Chenj 〇〇l. z 〇γ %

Ma, Wat 2004, 23, 92]. Difficulty ΙΓΓ 键 键 键 达成 达成 达成 达成 达成 达成 达成 键 键 键 键 键 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水And: see == age test Weng Nai Luzi Mu Xuan nuclear money method has the disadvantages of long time spent, low phase transfer efficiency. In order to meet the above requirements, the transfer of nanoparticles to organic phase and green chemistry is required 6 (1) 5237

NCCU-06004-TWI Inventor Keithian engaged in research and many practical experiences. After many researches, the present invention proposes a green 'collecting metal nai particles using ionic liquids to be able to effectively realize Fang Laiyi's hair. SUMMARY OF THE INVENTION The sub-H of the H is to provide a kind of ionic liquid to collect metal nanoparticles granules =: using phase transfer method to obtain the organic phase of the metal nanometer = Mingzhi - the purpose is to provide a _ ionic liquid collection organic It is a non-peach method, which can effectively recover organic molecules or metal nanoparticles and recover trace amounts of organic molecules or metal nanoparticles in water. The above object 'the present invention is a method for collecting metal by using an ionic liquid' includes at least a method of phase transfer using an ionic liquid = phase (pha 咐 metal neon green or aged _ _ ionic liquid ^ according to this The invention relates to a method for collecting the organic molecules of the ionic liquid age of the paste, and the form of the anger is collected, for example, the method of extracting, rhyme, and potting chemical. The ionic liquid collecting metal according to the invention The method of the nanoparticle, wherein the composition of the (tetra) ion (four) comprises a salt compound of an organic cation and an inorganic anion. The method proposed by the invention can effectively concentrate the metal nanoparticle or have a sub- or 疋 奈Rice pollution 'more can concentrate the inspection of the financial towel traces of metal nano 2

NCCU-06004-TWI Sub or organic molecule. The present invention is the use of a solid nanoparticle to be used as a metal nanocatalyst for the reduction of the surface active sites of the metal nanoparticles. ^The golden effect of 疋 Γ Γ 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员 委员奈子子或有机分1: The shed of the shed is as follows: 'The same tree will be said with the same reference symbol. [Embodiment] The present invention is a method for collecting metal nanoparticles or organic molecules by using an ionic liquid. The metal rice particles or organic molecules in the phase (10) (iv) are collected into the phase of the ionic liquid by phase transfer using an ionic liquid. 〃 The composition of the above ionic liquid includes a salt compound of an organic cation and an inorganic anion. The mechanical substance is, for example, a organic cation of a material type, a thief type, a quaternary ammonium type or a tetraphosphorus type. The inorganic anions are, for example, α-, N〇3-, CH3C〇/, =f3co2, BF4, CF3S03-, PF6·, (cf3so2)2n_ or RS03-. The ionic liquid composed of these organic cations and inorganic anion salt compounds is, for example, 1-butyl-3-methylimidazohexafluorophosphate ([BMIM][PF6]), 1-butylene -3-methylimidazolium tetrafluoroborate (l-butyl-3-methylimidazotetrafluoroborate, [BMM][BF4]), 1_octyl 1335237

NCCU-06004-TWI -3-methylimidazolium hexafluorophosphate (1-octyl-3-methylimidazohexafluorophosphate, [OMIM][PF6]), 1-octyl-3-methylimidazolium tetrafluoroborate (l-octyl -3-methylimidazotetrafluoroborate, [0MIM][BF4]), 1-decenyl-3-methylmethane sulphate (l-decyl-3-methylimidazohexafluorophosphate » [DMIM][PF6]) > 1 - Deca-3-methylimidazolium tetrafluoroborate (l_decyl-3-methylimidazotetrafluoroborate, [DMIM][BF4]), 1-ethyl-3-methylindole salivary hexafluoroate

(l-ethyl-3-methylimidazohexafluorophosphate > [EMIM][PF6]) '1-butyl-3-methyl-salt trifluoromethylsulfonyl imide,[1-butyl-3-methylimidazium bis(trifluoromethylsulfonyl)imide,[ BMIM][N(CF3S02)2]) or a room temperature molten salt combined with the above group. The above-described forms in which metal nanoparticles or organic molecules are collected using an ionic liquid are, for example, extraction, adsorption, immobilization or other chemical collection methods. Such metal nanoparticles are, for example, metal nanoparticles of an aqueous phase or an organic phase. The organic molecule is, for example, water-soluble or water-insoluble, neutral red, methylene blue, fluorenyl red, methyl dial,

2',7'-Dichlorofluorescein, l-(2-pyridylazo)-2_naphthob Acid Orange 7, Bromothymol blue or Calmagite, Eriochrome Black T dye. When the metal nanoparticle is fixed by using an ionic liquid, it is fixed to the surface of the carrier by the high force of the metal nanoparticle and the ionic liquid. The carrier can be used as a SiO2, Α1203, SiO2-A1203, crane soil, activated carbon or other "extraction method using ionic liquid such as liquid phase liquid phase extraction or liquid phase solid phase observation to use fixed type Ionic liquid to extract and concentrate metal without particles and organic molecules, and carrier used for mosquito ionic liquids Example 9 丄335237

NCCU-06004-TWI is Si〇2, Al2〇3, residual soil or other suitable carrier. Each of the experimental examples and the test values thereof will be listed in detail below so that the effect of the present invention can be exemplified, but the scope of the invention is not fully represented by these experimental examples. Solid c* Example 1 Phase Transfer of Gold Nanoparticles Step 1 provides an aqueous phase of the nanoparticle solution; Step 2 adds a water-insoluble ionic liquid such as a clump. Since the metal natrix has a surface electric material vibration phenomenon, there is a characteristic absorption peak in the absorption spectrum called the surface plasma resonance wave band, and the aqueous phase gold nanoparticle has a wavelength of about 52 〇 nm. The absorption peak is at this time, the aqueous layer of the solution is purple-red, and the first picture is the ultraviolet-visible (UVVis) absorption spectrum of the aqueous phase of the nano-nano particles, and the ultraviolet-visible (UV-Vis) absorption spectrum is as shown in the first figure. The curve is shown. When the non-water-soluble Tian Cong] pottery ionic liquid is added, the water layer is colorless and transparent, and the absorption peak at 52 〇 nm (nano) in the ultraviolet-visible, Vis absorption spectrum disappears as shown in Fig. b As shown in the curve, the ionic liquid color changes from light yellow to purple, and the second picture shows the ultraviolet/visible (uv_vis) absorption spectrum of the extracted ionic liquid layer. The detection of the ionic liquid layer is detected at 52GM. - The absorption band is shown in Figure 2, which means that the Chennai in the water layer has been replenished into the ionic liquid layer. In order to observe whether the shape and size of the navel are changed before and after the phase transition, the penetrating electron microscopy was used to examine the water layer before transfer and the gold nanoparticles of the ionic liquid layer after phase transfer. The observation results show that the size of the #金奈绿子 is about 48.11±nm when it is dispersed in water, and the grain is searched after the phase is transferred to the ionic liquid layer.

NCCU-06004-TWI is 49.86±9·31 nm', and its particle size has not changed much from a statistical point of view. Example 2 Phase Transfer of Silver Nanoparticles The same experiment was carried out by repeating the experimental procedure of Example 使用 using aqueous phase Yinnae. The third ® is the ultraviolet/visible light of the aqueous phase silver nanoparticles. Absorption spectrum, before the extraction, the aqueous solution has a characteristic absorption at the fine point, and the absorption peak of the extracted aqueous layer disappears. As shown in the graph of Fig. 3, the ultraviolet-visible (UV-Vis) absorption spectrum of the aqueous layer before extraction is shown. The d curve of 帛3 is the ultraviolet-visible (UV-Vis) absorption spectrum of the water layer after extraction. It can be speculated that the ionic liquid can also phase transfer silver nanoparticles. As a result, it was found that the granules of the Nunea particles were about $16 98 3% 3 nm when they were in the aqueous phase, and the particles (4) were 17.98±3.G3 nm after the phase was transferred to the ionic liquid layer. There is no significant change in the particle size. Example 3 Phase Transfer of Organic Phase Palladium Nanoparticles Palladium nanoparticles were synthesized in xylene, and the experimental procedure of Example 1 was repeated using the organic phase nanosolution. Figure 4 is a photo of the lining in the xylene layer before and after phase transfer. The experimental results are as follows. 4 The e of the figure shows that before the phase transfer, the upper diphenylbenzene solution is dark brown due to the inclusion of palladium nanoparticles, and the lower layer is ionic liquid; the f of Figure 4 is the transfer of palladium nanoparticles to the ionic liquid after phase transfer. Layer and lower layer solution black 1335237

NCCU-06004-TWI No change The brown '-toluene layer became colorless. It is known that the _ sub-liquid can completely remove the dexamethasone particles in the organic solvent, and then compare the phase-transfer enthalpy- benzene layer with the fresh _ layered silk green size. It was confirmed that the granules and the results of the experiments of Examples 1, 2 and 3 showed that the ionic liquid could completely phase transfer the aqueous phase and the metal phase of the organic phase towel; and the observation results of the ridge electron microscope showed that the phase transfer process Does not affect the shape and size of the metal nano. Example 4 The liquid phase and other organic dissolved water phase metal natriuretic phase transfer efficiency can be inferred from the absorption spectrum of the aqueous solution after the water phase of the gold nanoparticle towel, adding the water-insoluble organic solvent and phase transfer. Transfer efficiency. In this embodiment, the extraction efficiency of the ionic liquid ceramics and the conventional organic solvents (be_e, he., chloroform) are compared. The experimental results are shown in Table χ, 2, and the ionic liquid can completely phase transfer the aqueous phase metal nanoparticles. The phase transfer effect is much higher than other organic solvents. Table 1 Comparison of aqueous phase gold nanoparticles with different phase transfer reagents. Extractant Benzene Hexane Chloform p-- l〇-undecen -l-ol [BMIM][PF6 ] Extraction 7.0 % 10.4 % 14.6 % 43.6 % 100 % 12 1335237

NCCU-06004-TWI Rate Table 2 Comparative comparison of aqueous phase silver nanoparticles with different phase transfer reagents - Fruit extractant Benzene Chloform Hexanol [BMIM][PF6] Extraction rate 9.8 % 11.4 % 16.2 % 100 % Example 5 water Detection of trace dyes 300, 500, 700, 1000 ppb dye [arsinyl blue, methyl red, neutral red] aqueous solution, take 10 mL of dye aqueous solution with 1 mL [BMIM] [PF6] ionic liquid extraction, meaning That is, ten times concentration is performed, and the recovery rate is calculated. The experimental results are shown in Table 3. The extraction rates of the ionic liquids for different dyes are different, so the recovery rates are also different. However, for the same dye, the recovery rate is similar at different concentrations, indicating that the water-insoluble ionic liquid is an extractant suitable for the pre-concentration technique.

Example 6 Detection of Trace Metal Nanoparticles in Water Using the foregoing experimental results: Ions (4) have a high extraction of the aqueous phase metal naphtha. This experimental towel is used to detect ions (4) in the water towel. The experimental results show that if the water phase gold and Yinnao are diluted thirty times, the concentration is 13 1333537

NCCU-06004-TWI will be lower than UV_VlS light gamma ray limit * can not be aged] paste water-insoluble ionic liquid [BMIM] [PF6] can really achieve the concentration effect after extracting this water sample, after concentrating thirty times The spectral detection results are similar to those before dilution. The experimental results of Examples 5 and 6 show the utility of ionic liquids in the detection of trace amounts of organic molecules and nanoparticles. Example 7 Application of Stationary Ionic Liquids - Recovery and Detection of Trace Dyes in Water First, the carrier (silica, Si〇2) was sequentially dried in 〇1Μ, deionized water, 0.1MHC1/month. Dissolve [BMIM][pF6] ionic liquid in (3) must ([BMIM][PF6]/S1hea= uo VGl %), add appropriate amount of carrier (4) (6), do not 〇 2), remove the solvent by rotary concentration, then The ionic liquid is fixed to the surface. Fill the tube with the coated ion (4) rhyme powder obtained in the above experimental procedure, o'1 ppm of the aqueous solution of the sulfhydryl blue dye, and measure the aqueous solution after passing through the column to know that the water towel L is completely ionized on the wire. The bell is absorbed. After that, an organic solvent (ACN, Me0H) capable of dissolving the ionic liquid is introduced to disperse the ionic liquid on the surface of the carrier, and the concentration of the ionic liquid on the surface of the carrier can be achieved by the lion's solution. Organic molecules can simultaneously achieve the purpose of concentration detection. Application of J-type ionic liquids - inspection of trace metal nanoparticles in water 1335237

It can be known from Example 6 that the puncturing NC2 NCCU-06004-TWI shifting efficiency can be concentrated in the high-phase rotating column of the aqueous solution 2 by liquid-solid phase extraction versus two = true

Pre-concentration, Figure 5 is the experimental flow chart of Example 8, such as the fifth = grain =: = over the dioxide doping 1, and then filled with two t = aqueous solution 4 with trace metal nanoparticles The phase is transferred to the ionic liquid Zhao 5 to quantify the metal content of the washed solution 6 by the ionic (four) phase metal nanoparticle sulphur atomic absorption spectrometer of siliea11. The experimental results show that the silica coated with the surface of the ionic liquid can indeed be finished: the concentration of the rice particles, and according to the quantitative results, the ionic liquid can still reach the extraction rate of the near-nano in the low concentration of the metal non-particle solution. From the results of the above Examples 7 and 8, it is known that the ionic liquid is immobilized on the carrier and filled in the column to perform a continuous extraction operation, which not only retains the advantage of high extraction rate, but also improves the convenience of operation and facilitates handling. A large number of samples. Example 9 Immobilization of Metal Nanoparticles First, the metal nanoparticles in the aqueous phase were phase-transferred into the organic phase gamma by using an ionic liquid as a phase transfer reagent. Adding M〇v〇1%[Abone Guantao ionic liquid to CH2C12, and adding human water phase Jinnazi, two phases which are immiscible can be observed, wherein the upper aqueous solution is purple-red; the lower organic solvent is colorless, _ Ultrasonic shock 15 1335237

After 10 minutes of NCCU-06004-TWI disk, the phase of the purple-red gold nanoparticles was transferred to the organic phase, and the absorption value of the gold nanoparticles in the aqueous phase was shown by the UV-Vis spectrometer. · Decrease' and the absorption value of the Chennai practitioner of the organic phase towel increases with the extraction time, and the same results are obtained by repeating the above tests of the aqueous phase silver and the silk green. Example 10: The ionic liquid-filamented rice particle catalyst was subjected to a washing reaction. Catalytic application A nanoparticle catalyst of a fixed ionic liquid was placed in a reaction flask, and a reactant 4-Iodoanisole and 2-Ethylhexyl acrylate were added to the reaction flask. And the gallbladder 3 'mole ratio is 丨: u : u. The Heck reaction was carried out in a reflux system (as shown in the following Reaction Scheme 1), the temperature was fixed at 8 ° C, and the reaction time was 6 hours. After completion of the reaction, the product was extracted with diethyl ether and diluted for quantitative analysis. The residue was filtered, and then washed with a small amount of water, and the same Heck reaction was carried out. The results are shown in Table 4, where the yield (%) = product mole number / reactant mole number (%) ) TON (turnover number) = product mole number / catalyst mole number, T〇F (turnover freqUency) = ton / reaction time (hours) = product mole number / (catalyst mole number * reaction time). Reaction formula 1 1335237

+ base 2-ethylhexyl acrylate 4-Iocloanisole NCCU-06004-TWI Pd(OAc)2 or nano-Pd

Table 4 Experimental example yield (Yield, %) TON TOF 1 58.0 18000 3000 2 94.5 29400 4900 3 89.4 27800 4600 4 82.8 25800 4300 5 89.1 27700 4600 6 96.0 29900 5000 Example 11 immobilized ionic liquid palladium nanoparticle catalyst Catalytic application of hydrogenation reaction Palladium nanoparticle catalyst of fixed ionic liquid was placed in a reaction flask, with toluene as solvent and reactant phenylacetylene 10%, and 5% decane as internal standard. 'The reaction is carried out under 1 atm hydrogen (if not in Equation 2). The experimental results show that the palladium nanoparticle catalyst using fixed ionic liquid has a small scale of 69.5 % at room temperature, which is far superior to the biphase catalytic reaction without immobilization of ionic liquid (conversion rate 32.9 %). . In addition to changing the reaction time and temperature axis (as shown in Tables 5 and 6), the experiment also explored the ion of the medium 17 1335237

NCCU-06004-TWI The effect of liquid content, type and palladium nanoparticle content on the reaction. The experimental results are shown in Tables 7, 8, and 9. Reaction formula 2

H2 Pd

Ethylbenzene

Table 5 Time (min) Conversion (%) Selectivity (%) TON TOF 30 11.5 100 222.4 444.8 60 19.6 100 380.3 380.3 90 23.0 99.7 580.1 386.8 120 38.5 99.0 744.6 372.3 150 46.7 99.0 903.3 361.3 180 54.5 98.9 1054.8 351.6 210 61.0 98.6 1180.4 337.3 240 69.5 96.9 1345.4 336.3

18 1335237

NCCU-06004-TWI 30 11.5 23.4 26.3 60 19.6 40.9 47.2 90 30.0 56.4 63.8 120 38.5 68.6 77.0 150 46.7 78.8 87.0 180 54.5 86.5 95.5 210 61.0 93.0 99.3 240 69.5 97.8 99.4 Table 7 Sub-liquid content time (min) 4% 40% Non-fixed ionic liquid catalyst (biphase) 30 11.5 7.2 2.5 60 19.6 17.1 9.7 90 30.0 24.5 14.2 120 38.5 32.4 19.3 150 46.7 36.8 23.6 180 54.5 42.1 27.4 210 61.0 47.4 30.0 240 69.5 52.1 32.9 19 1335237

NCCU-06004-TWI Table 8 \\^Sub-liquid type [C4MIM] [C4MIM] [C4MIM] [C4MIM] Time (min) [Cl] [bf4] [PF6] [N(Tf)2] 30 5.9 14.6 11.5 20.9 60 15.1 30.6 19.6 42.3 120 30.1 52.1 38.5 80.9 150 37.6 60.2 46.7 95.0 180 42.9 69.8 54.5 98.3 210 44.0 77.0 61.0 98.6 240 48.6 83.6 69.5 98.8 Table 9

Pd content 1 % 2% 3% Time (min) 30 11.5 22.0 17.2 60 19.6 44.8 70.0 90 30.0 63.5 96.4 120 38.5 89.2 100 150 46.7 99.8 100

From the results of the above-mentioned Examples 9, 10, and u, it is found that the rotor liquid DN particles are solidified in New Zealand and have good catalytic properties in the gasification anti-Neek Heek reaction. The aqueous phase metal nanoparticles can be phase transferred to the ionic liquid organic phase by the ionic liquid by the above method. The carrier [Al2〇3] was added to the organic phase metal nano solution. The organic solvent was removed by spin concentration, and the residual solid was measured by a solid uv_vis spectrometer. The maximum absorption peak position and the aqueous phase metal nano solution and organic phase were found. Metal Neon 近 Near, it is known that the metal nanoparticles have been stably dispersed on the carrier surface by the ionic liquid. It was thus confirmed that the phase of the aqueous phase metal naphthalene particles can be transferred to the organic phase by ions' and the metal nanoparticles can be immobilized on the surface of the support by its low liquid volatility. Ionic Liquid is a kind of organic cation salt and some inorganic anion compounds. Because it is not ordinary, the ionic liquid will usually have a sleek point of 1G0 °C, which is even more impressive. The interest is that its sleek point is lower than the temperature and the temperature is low. Since it is characterized by ionic impurities and good solubility, it will gradually replace the organic solvent. The advantages of ion (4) and general organic solution are: in the chemical process = the experiment can be used to replace volatile organic compounds (v〇c), physical properties and chemical properties can change the composition of different anions and cations and change 'may Recycling and handling under the action of catalyst can increase the reaction rate 'selectivity and yield, enzymes and proteins in the ion

NCCU-06004-TWI = medium t, good miscibility for protein experiments, non-destructive environmental ecology, suitable & hydrophilic, highly polar solvent, heat stable, non-flammable, non-volatile. · Since the present invention uses an ionic liquid instead of a volatile organic substance in a chemical process or experiment, the method of the present invention has an advantage of having an ionic liquid to effectively recover metal nemesis or organic molecules at different concentrations. The return rate is similar, indicating that the water-insoluble ionic liquid is an extraction suitable for the pre-concentration technology. The agent j can be used to test the metal anesthesia or organic molecules, or the adsorption silk contamination. Nano pollution prevention and detection. The method for collecting metal nanoparticles by using the ionic liquid of the invention can effectively phase-transfer the metal nanoparticles in the aqueous phase and the organic phase, and the phase transfer process does not affect the shape and size of the metal. When the metal nanoparticle is collected by using the ionic liquid to collect the metal nanoparticle, the metal natriuretic is (4) the ionic liquid is uniformly dispersed on the surface of the carrier, so that the surface active point of the metal natriuretic layer is not reduced. Can be used as a catalyst. The above is intended to be illustrative only and not limiting. Any equivalent modifications or alterations to the spirit and scope of this invention should be included in the scope of the appended claims. [Simple diagram of the diagram] Figure 1 is the UV-visible absorption spectrum of the aqueous phase of the nano-particles; Figure 2 is the ultraviolet-visible (uv_Vis) absorption diagram of the extracted ionic liquid layer ‘ spectrum; 22 1335237

NCCU-06004-TWI Figure 3 is the UV-Vis absorption spectrum of the aqueous phase silver nanoparticles; Figure 4 is a photo of the content of the xylene layer before and after the phase transfer; and Figure 5 is the implementation The experimental flow chart of Example 8. [Main component symbol description] 1 : cerium oxide particles; 2: ionic liquid; 3: column; 4: aqueous solution containing trace metal nanoparticles; 5: organic solvent; and 6: washed solution.

twenty three

Claims (1)

厶: > I Announcement f NCCU-06004-TWI Patent Application: - A method of collecting nanoparticle using an ionic liquid, comprising: providing a solution comprising one of a plurality of metal nanoparticles; not being miscible with the solution An ionic liquid is mixed with the solution, and the metal nanoparticles of the solution towel are collected in a phase transfer manner into the phase of the ionic liquid; wherein the metal nanoparticle is gold, silver or metal nanoparticles The ionic liquid system is a room temperature sitting salt ionic liquid which is an imidazolium ionic liquid which exists in liquid form at room temperature. 2 A method for collecting nanoparticles by using an ionic liquid as described in claim 1, wherein the ionic liquid is used to collect other forms of the nanoparticles including extraction, adsorption, fixation, concentration or other chemical collection. method. 'A method for collecting metal nanoparticles according to the ionic liquid described in the second item of claim 2, wherein the method of extracting the metal nanoparticles using the ionic liquid comprises - liquid phase extraction or - axis removal The metal nanoparticles are extracted. 4. A method of collecting metal nanoparticles by the ionic liquid of claim 3, wherein the liquid phase-solid phase extraction uses a fixed ion liquid to extract the metal nanoparticles. The method for collecting nano particles according to the _ ion (4), wherein the ionic liquid is used to fix the nano particles by uniformly dispersing the metal particles in the ionic liquid And fixed to the surface of a carrier. 24 1335237 6. The method of claiming a patent, wherein the carrier comprises Si〇2, Al2〇3, Si〇2_AiA, Shixia or activated carbon. 7. For example, a method for applying a fiber ionic liquid (four) nanoparticle, the catalytic reaction of the metal naphtha package tearing metal nanometer should be S, and the deuteration reaction domainization reaction (hyd brown (10) (four) or Heck Reaction 8. A method for transferring a nanoparticle to an ion (four) to a nanoparticle, wherein the solution comprising the metal nanoparticle comprises an aqueous phase or an organic phase. A method for collecting organic molecules by using an ionic liquid, comprising: providing a solution comprising one of a plurality of organic molecules; and mixing the ions (4) immiscible with the solution with the test, and causing the organic molecules in the solution to be phased The method of transferring is collected into the phase of the ionic liquid; wherein the organic layer is a water-soluble or water-insoluble dye or dye contaminant, and the ionic liquid system is a room temperature imidazolium salt ionic liquid, which is attached to the chamber. The method of collecting an organic molecule by using an ionic liquid according to the invention of claim 9, wherein the ionic liquid is collected by using the ionic liquid. The form of the organic molecules includes extraction, adsorption, immobilization, or other chemical collection methods. The method of collecting organic molecules by using an ionic liquid according to claim 10, wherein the organic liquid is used to extract the organic molecules. The molecular side of the 25 1335237 formula includes a liquid phase - Pan Ru poor said seven _, NCCU-06004-TW]! 2, fine 1 solution to take the surface of organic molecules. As described in the application of the scope of the U patent ionic liquid collection A method of extracting organic molecules by using an ionic liquid, as described in claim 12, wherein the liquid-solid phase extraction is to extract the organic molecules using a susceptor liquid. The wearer used for the stationary ionic liquid includes SiO 2 , Al 2 〇 3 , SiO 2 - Al 203 , diatomaceous earth or activated carbon. 26