JPS60246226A - Preparation of palladium organosol - Google Patents
Preparation of palladium organosolInfo
- Publication number
- JPS60246226A JPS60246226A JP59102382A JP10238284A JPS60246226A JP S60246226 A JPS60246226 A JP S60246226A JP 59102382 A JP59102382 A JP 59102382A JP 10238284 A JP10238284 A JP 10238284A JP S60246226 A JPS60246226 A JP S60246226A
- Authority
- JP
- Japan
- Prior art keywords
- palladium
- salt
- aqueous solution
- organosol
- hydrosol
- 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
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 title claims description 68
- 229910052763 palladium Inorganic materials 0.000 title claims description 34
- 238000002360 preparation method Methods 0.000 title description 2
- 239000007864 aqueous solution Substances 0.000 claims abstract description 17
- 239000003960 organic solvent Substances 0.000 claims abstract description 13
- 239000004094 surface-active agent Substances 0.000 claims description 13
- 239000002244 precipitate Substances 0.000 claims description 10
- 150000002940 palladium Chemical class 0.000 claims description 9
- -1 alkaline earth metal salt Chemical class 0.000 claims description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000003945 anionic surfactant Substances 0.000 claims description 3
- 229910001509 metal bromide Inorganic materials 0.000 claims 1
- 229910001510 metal chloride Inorganic materials 0.000 claims 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract description 16
- 150000003839 salts Chemical class 0.000 abstract description 10
- 239000007788 liquid Substances 0.000 abstract description 7
- 239000003638 chemical reducing agent Substances 0.000 abstract description 5
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract description 3
- 150000001340 alkali metals Chemical class 0.000 abstract description 3
- GKQHIYSTBXDYNQ-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 GKQHIYSTBXDYNQ-UHFFFAOYSA-M 0.000 abstract description 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract description 2
- 229910001514 alkali metal chloride Inorganic materials 0.000 abstract description 2
- 229910001617 alkaline earth metal chloride Inorganic materials 0.000 abstract description 2
- 239000003093 cationic surfactant Substances 0.000 abstract description 2
- 239000006185 dispersion Substances 0.000 abstract description 2
- 238000001914 filtration Methods 0.000 abstract description 2
- 238000003756 stirring Methods 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract 1
- 230000007774 longterm Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 description 9
- 239000002612 dispersion medium Substances 0.000 description 8
- 229910000510 noble metal Inorganic materials 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000010970 precious metal Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- 238000005345 coagulation Methods 0.000 description 2
- 230000015271 coagulation Effects 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- ITHZDDVSAWDQPZ-UHFFFAOYSA-L barium acetate Chemical compound [Ba+2].CC([O-])=O.CC([O-])=O ITHZDDVSAWDQPZ-UHFFFAOYSA-L 0.000 description 1
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 1
- 229910001626 barium chloride Inorganic materials 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- RJTANRZEWTUVMA-UHFFFAOYSA-N boron;n-methylmethanamine Chemical compound [B].CNC RJTANRZEWTUVMA-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 238000010891 electric arc Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 239000002923 metal particle Substances 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229910001379 sodium hypophosphite Inorganic materials 0.000 description 1
- 229910001631 strontium chloride Inorganic materials 0.000 description 1
- AHBGXTDRMVNFER-UHFFFAOYSA-L strontium dichloride Chemical compound [Cl-].[Cl-].[Sr+2] AHBGXTDRMVNFER-UHFFFAOYSA-L 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
本発明は、界面活性剤を用いたパラジウムヒト１１０ゾ
ルからパラジウムオルガノゾルを製造する方：１
ｊ゛法に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing palladium organosol from palladium human-110 sol using a surfactant.
、１
１１・１極めて微細な段金属粒子を液体中に均一に分散
させると強く着色した透明液体が得られ、これは貴金属
ゾル（または貴金属コロイド溶液）と呼ばれる。水を分
散媒とする貴金属ヒドロシルは、貴金属塩の水溶液に適
当な保譲物質を加え、これを還元処理することにより容
易に調製できることが知られており、この方法は、低級
アルコールを分散媒とする貴金属アルコゾルの調製にも
適用できる。しかし、この他の炭化水素類、エステル類
といった有機溶媒を分散媒とする貴金属オルガノゾルに
ついては、これら溶媒に出発貴金属塩が溶解しないため
、溶液中での還元処理といった化学的方法が適用できず
、この他の特殊な方法が必要となる。これまでに、アー
ク放電により蒸発させた貴金属を有機溶媒中に凝集させ
るプレディッヒの方法や、特殊な電極を用いて貴金属水
溶液を電気化学的に還元し、生成した貴金属微粒子を共
存させた有機溶媒中へ強制的に移動させるナタンソン製
できる、より部用な方法をめて鋭意研究を重ねた結果、
界面活性剤を保護物質として含むパラジウムヒドロシル
に水溶性金属塩を加え、または放置して凝集沈澱させた
ものが広い範囲の有機溶媒に再溶解して、均一透明なパ
ラジウムオルガノゾルを与えることを見出し本発明をな
す１こ至ったものである。, 1 11.1 When extremely fine step metal particles are uniformly dispersed in a liquid, a strongly colored transparent liquid is obtained, which is called a noble metal sol (or noble metal colloidal solution). It is known that noble metal hydrosils using water as a dispersion medium can be easily prepared by adding an appropriate preservation substance to an aqueous solution of a noble metal salt and subjecting it to reduction treatment.This method uses a lower alcohol as a dispersion medium. It can also be applied to the preparation of noble metal alcosols. However, for noble metal organosols using organic solvents such as other hydrocarbons and esters as dispersion media, chemical methods such as reduction treatment in solution cannot be applied because the starting noble metal salts do not dissolve in these solvents. Other special methods are required. So far, we have used the Predich method in which precious metals evaporated by arc discharge are agglomerated in an organic solvent, and the method in which a precious metal aqueous solution is electrochemically reduced using a special electrode, and the generated precious metal fine particles are coexisted in an organic solvent. As a result of intensive research, we found a more convenient method to forcibly move Natanson to the
A water-soluble metal salt is added to palladium hydrosil containing a surfactant as a protective substance, and the resulting coagulation and precipitation is redissolved in a wide range of organic solvents to give a homogeneous and transparent palladium organosol. Heading This is one of the things that make up the present invention.
すなわち、本発明は、パラジウム塩の水溶液を界面活性
剤の存在下に還元処理して得られるパラジウムヒドロシ
ルから、これに水溶性金属塩を加え、または放置して凝
集沈澱を起こさせ、これを水と分離し、または水の共存
下に有機溶媒を加えて再溶解することを特徴とするパラ
ジウムオルガノゾルの製造方法を提供するものである。That is, the present invention involves adding a water-soluble metal salt to palladium hydrosil obtained by reducing an aqueous solution of palladium salt in the presence of a surfactant, or allowing it to coagulate and precipitate. The present invention provides a method for producing a palladium organosol, which is characterized in that it is separated from water or redissolved by adding an organic solvent in the coexistence of water.
本発明においては、水溶性のパラジウム塩、好ましくは
塩化パラジウム（Ｉｌｌが用いられる。さらに１、’ｌ
１７ンモニウムクロライド、ドデシルピリジウムク・ロ
ライドなどの陽イオン性界面活性剤をあげるこ１：１
＋’ｌｌとができる。また、パラジウム塩の還元処理に
あたっては、水素化ホウ素すＩ−ＩＪウム、水素化ホウ
素カリウムなどのアルカリ金属水素化ホウ素塩、ジメチ
ルアミンボランなどのホウ素系還元剤の他、次亜リン酸
ナトリウムなどのリン系還元剤を用いる公知の方法がと
られる。In the present invention, a water-soluble palladium salt, preferably palladium chloride (Ill), is used.
Cationic surfactants such as 17 ammonium chloride and dodecylpyridium chloride can be used to achieve a 1:1 +'ll ratio. In addition, in the reduction treatment of palladium salts, in addition to boron-based reducing agents such as alkali metal borohydride salts such as I-IJium borohydride and potassium borohydride, and dimethylamine borane, sodium hypophosphite, etc. A known method using a phosphorus reducing agent is used.
本発明方法を実施するには、パラジウム塩および界面活
性剤を水に溶解し、かくはん下１こ、０℃ないし１００
°６１通常は室温において、還元剤の水溶液を加える。To carry out the method of the invention, the palladium salt and the surfactant are dissolved in water and stirred for 1 hour at 0°C to 100°C.
°61 Add an aqueous solution of reducing agent, usually at room temperature.
こうして、パラジウムヒドロシルが、黒かっ色透明液体
として得られる。この際、原料となるパラジウム塩は、
水溶液中での濃度が０．１〜５ ｍ ｍｏｌ、／ ｌの
範囲になるように用いられ、界面活性剤は、水溶液中の
濃度が０００１〜１９６の範囲になるように用いられる
。Palladium hydrosil is thus obtained as a black-brown transparent liquid. At this time, the raw material palladium salt is
The surfactant is used so that the concentration in the aqueous solution is in the range of 0.1 to 5 mmol/l, and the surfactant is used so that the concentration in the aqueous solution is in the range of 0001 to 196.
還元剤は、原料のパラジウム塩に対し、等モル以−ヒ、
好ましくは２〜４倍モル用いられる。こうして得られる
パラジウムヒドロシルから有機溶媒をもつ四級アンモニ
ウム塩型界面活性剤を用いたパラジウムヒドロシルに対
しては、臭化ナトリウム、塩化マグネシウムなどのアル
カリ金属またはアルカリ土類金属の塩化物または臭化物
を固体のまま、または水溶液としてパラジウムヒドロシ
ルに加える方法がとられる。これらの添加金属塩の有効
下限量は、パラジウムヒドロシル中での濃度が、塩化物
については３００ ｍｍｏｌ ／ｌ 、臭化物について
はｌ ＱＱ ｍｍｏｌ ／ Ｉとなる量であり、これよ
り少ない場合には凝集沈澱を起こさせることができない
。第二は、陰イオン性界面活性剤を用いたパラジウムヒ
ドロシルに対するものであり、ヒドロシルに硝酸カルシ
ウム、塩化バリウムといった水溶性のアルカリ土類金属
塩が加えられる。この場合、アルカリ土類金属塩濃度が
（ｌ ｌ ｍｍｏｌ ／ ｌ以−Ｅであれば凝集沈澱さ
せることができるが、こうして得られる沈澱物のうち有
機溶媒に溶解してパラジウムオルガノゾルを与えるのは
、アルカリ土類金属塩濃度がＩＱ ｍ ｍｏｌ ／ １
以上で得られる沈澱物に限られる。さらに、アルカリ土
類金属塩の種類によって各々異なったＬ成員があり、た
とえば、塩化ストロンチウムおよび酢酸バリウムを１０
０ ｍｍｏｌ ／このような上限量は認められない。第
三は、単に放置するだけのものであり、これは界面活性
剤としてアルキルピリジニウム塩型界面活性剤を用いた
パラジウムヒドロシルの場合に限られる。The reducing agent should be used in an equimolar amount or more with respect to the raw material palladium salt.
Preferably, 2 to 4 times the mole amount is used. For palladium hydrosil obtained using a quaternary ammonium salt type surfactant with an organic solvent, alkali metal or alkaline earth metal chloride or bromide such as sodium bromide or magnesium chloride can be used. is added to palladium hydrosil either as a solid or as an aqueous solution. The effective lower limit of the amount of these added metal salts is the amount such that the concentration in palladium hydrosil is 300 mmol/l for chloride and 1 QQ mmol/I for bromide; cannot cause precipitation. The second is for palladium hydrosil using an anionic surfactant, in which a water-soluble alkaline earth metal salt such as calcium nitrate or barium chloride is added to the hydrosil. In this case, if the alkaline earth metal salt concentration is (l l mmol/l or more -E), coagulation and precipitation can be carried out, but of the precipitates obtained in this way, it is difficult to dissolve in an organic solvent to give a palladium organosol. , the alkaline earth metal salt concentration is IQ m mol / 1
It is limited to the precipitate obtained above. Furthermore, there are different L members depending on the type of alkaline earth metal salt. For example, strontium chloride and barium acetate have different L members.
0 mmol/Such an upper limit is not permitted. The third option is to simply leave it alone, and this is limited to palladium hydrosil using an alkylpyridinium salt type surfactant as the surfactant.
これらの場合、凝集速度は、パラジウム濃度、界面活性
剤濃度および温度により異なるが、凝集は、通常、数時
間から数日後には完了する。In these cases, the rate of aggregation depends on palladium concentration, surfactant concentration, and temperature, but aggregation is usually complete after a few hours to a few days.
以上述べたような方法でパラジウムヒドロシルから凝集
沈澱物を形成させた後、水溶液部分を濾過またはデカン
テーションにより除き、次に有機溶媒を加えて溶解させ
る。この溶媒として用いられる物質としては、ヘキサン
、ベンゼンといった炭化水素の他に、クロロホルムなど
のハロゲン置換炭化水素が適し、いずれの場合にも黒か
っ色過明なパラジウムオルガノゾルが得られる。After forming a flocculated precipitate from palladium hydrosil in the manner described above, the aqueous portion is removed by filtration or decantation, and then an organic solvent is added to dissolve it. In addition to hydrocarbons such as hexane and benzene, halogen-substituted hydrocarbons such as chloroform are suitable as substances used as the solvent, and in either case, a palladium organosol with a dark brown color can be obtained.
再溶解の溶媒としてクロロホルムなどの水に不ずれも黒
かっ色の透明液体である。Water, such as chloroform, is used as a re-dissolution solvent and is a dark brown transparent liquid.
本発明方法により得られるパラジウムオルガノゾルは、
その分散状態が極めて安定で、空気中で数ケ月以上の長
期間にわたって、沈澱を生じることな（均一透明な状態
で保存できる。さらに、分散媒に揮発性の有機溶媒を用
いたパラジウムオルガノゾルについては、これを各種表
面−Ｌに塗布または含浸させた後に分散媒を蒸発させる
ことにより、該表面上にパラジウム微粒子を含む薄膜を
形成させることができる。また、パラジウムオルガノゾ
ルに適当なポリマーを溶解した後に分散媒を蒸発させて
除けば、パラジウム微粒子が内部に均質に分散したポリ
マーが得られる。この他、不溶性の多孔質または粉末状
物質の共存下に、パラジウムオルガノゾルから分散媒を
徐々に蒸発させて乾固すれば、担持型パラジウム触媒と
することが塩化パラジウム（Ｐａ Ｃ＆ ） ５０μｍ
ｏｌを塩化ナトリウム２５０戸０１を含む純水２．５１
ＬＩに溶解し、純水で９４ ｒｓｌに希釈した。この溶
液を激しくかくはんしながら、ステアリルトリメチルア
ンモニウムクロライド１０ダの水溶液ＩＩｌ／を加え、
さらに水素化ホウ素ナトリウム２００ｐｎ０１の水溶液
５肩ｌを滴下すると、溶液の色が黒かっ色に急変して均
一透明なパラジウムヒドロシル１００１１／が得られた
。さらに臭化ナトリウムＩＱ ｍｍｏｌの水溶液１００
ｔｒｉを加え、−夜装置して黒色沈澱を形成させた後
、クロロホルム１００ｍ１を加えると溶解し、次に分液
により水溶液部分を分離してクロロホルムを分散媒とす
る黒かっ色透明なパラジウムオルガノゾルが得られた。The palladium organosol obtained by the method of the present invention is
Its dispersion state is extremely stable, and it can be stored in a uniform and transparent state without forming a precipitate over a long period of several months or more in the air. By coating or impregnating various surfaces L with this and then evaporating the dispersion medium, a thin film containing palladium fine particles can be formed on the surface.Also, a suitable polymer can be dissolved in palladium organosol. If the dispersion medium is then evaporated and removed, a polymer in which palladium fine particles are homogeneously dispersed can be obtained. If it is evaporated to dryness, it can be used as a supported palladium catalyst.Palladium chloride (PaC&) 50μm
Pure water containing 250 ml of sodium chloride 2.51
It was dissolved in LI and diluted to 94 rsl with pure water. While vigorously stirring this solution, an aqueous solution of 10 Da of stearyltrimethylammonium chloride was added,
Further, when 5 liters of an aqueous solution of 200pn01 of sodium borohydride was added dropwise, the color of the solution suddenly changed to blackish-brown, and uniform transparent palladium hydrosil 10011/ was obtained. Furthermore, 100 mmol of sodium bromide IQ mmol aqueous solution
After adding tri and incubating overnight to form a black precipitate, 100 ml of chloroform was added to dissolve it, and then the aqueous solution was separated by liquid separation to form a blackish brown transparent palladium organosol using chloroform as a dispersion medium. Obtained.
実施例２
実施例１と同様の操作により、界面活性剤としてドデシ
ルベンゼンスルホン酸ナトリウム１０■を１１
実施例３
界面活性剤として、ドデシルピリジニウムクロライド】
５■を用いて、実施例１と同様の操作で得られる濁りの
あるパラジウムヒドロシル１ｏｏｍｇを室温で一夜放置
してパラジウムコロイド成分を凝集沈澱させた後、無色
の１−澄液をデカンテーションにより除き、さらに風乾
して残った少量の水分を除いた。この固体残査にクロロ
ホルムＩＯＭを加えて、これを溶解させることにより、
クロロホルムを分散媒とする黒かっ色透明なパラジウム
オルガノゾルが得られた。Example 2 In the same manner as in Example 1, 10 μl of sodium dodecylbenzenesulfonate was added as a surfactant. Example 3 Dodecylpyridinium chloride was added as a surfactant.
Using 5■, 1 oomg of cloudy palladium hydrosil obtained in the same manner as in Example 1 was allowed to stand overnight at room temperature to coagulate and precipitate the palladium colloid component, and then the colorless 1-clear liquid was decanted by decantation. It was then air-dried to remove a small amount of remaining moisture. By adding chloroform IOM to this solid residue and dissolving it,
A transparent blackish-brown palladium organosol was obtained using chloroform as a dispersion medium.
参考例
実施例１．２および３により得られたパラジウムオルガ
ノゾル２Ｑｍｌに各々粉末状酸化アルミニウム５００〜
を加え、減圧下で分散媒のクロロホルムをゆっくり蒸発
させて乾固して、いずれの場合も水素化反応が始まり、
いずれも３〜４分後に反応が完了してエチルベンゼンが
得うれた。Reference Example: To 2Qml of the palladium organosol obtained in Examples 1.2 and 3, 500~500~
was added, and the dispersion medium chloroform was slowly evaporated to dryness under reduced pressure. In both cases, the hydrogenation reaction began.
In each case, the reaction was completed after 3 to 4 minutes and ethylbenzene was obtained.
１１一 実施例１による ２゜ 実施例２による ２４ 実施例３による ２１11-1 2゜ according to Example 1 24 according to Example 2 21 according to Example 3
Claims (1)
在下に還元処理してパラジウムヒドロシルを形成させ、
次いでこのヒドロシルに水溶性の金属塩化物または金属
臭化物を加えて得られる凝集沈澱物に非プロトン性有機
溶媒を加えて溶解させることを特徴とするパラジウムオ
ルガノゾルの製造方法。 ２、パラジウム塩の水溶液を陰イオン性界面活性剤の存
在下に還元処理してパラジウムヒドロシルを形成させ、
次いでこのヒドロシルに水溶性のアルカリ土類金属塩を
加えて得られる凝集沈澱物に非プロトン性有機溶媒を加
えて溶解させることを特徴とするパラジウムオルガノゾ
ルの製造方法。 ３、パラジウム塩の水溶液をアルキルピリジウム塩型界
面活性剤の存在下に還元処理してパラジウムヒドロシル
を形成させ、これを放置して得られる凝集沈澱物に非プ
ロトン性有機溶媒を加えて溶解させることを特徴とする
パラジウムオルガノゾルの製造方法。[Claims] 1. Reduction treatment of an aqueous solution of palladium salt in the presence of an anionic surfactant to form palladium hydrosil,
A method for producing a palladium organosol, which comprises adding an aprotic organic solvent to the coagulated precipitate obtained by adding a water-soluble metal chloride or metal bromide to the hydrosil and dissolving it. 2. Reduction treatment of an aqueous solution of palladium salt in the presence of an anionic surfactant to form palladium hydrosil;
A method for producing a palladium organosol, which comprises adding an aprotic organic solvent to the coagulated precipitate obtained by adding a water-soluble alkaline earth metal salt to the hydrosil and dissolving it. 3. Palladium hydrosil is formed by reducing an aqueous solution of palladium salt in the presence of an alkylpyridium salt-type surfactant, and the resulting coagulated precipitate is dissolved by adding an aprotic organic solvent. A method for producing a palladium organosol, characterized by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59102382A JPS60246226A (en) | 1984-05-21 | 1984-05-21 | Preparation of palladium organosol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59102382A JPS60246226A (en) | 1984-05-21 | 1984-05-21 | Preparation of palladium organosol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60246226A true JPS60246226A (en) | 1985-12-05 |
| JPH0226537B2 JPH0226537B2 (en) | 1990-06-11 |
Family
ID=14325899
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59102382A Granted JPS60246226A (en) | 1984-05-21 | 1984-05-21 | Preparation of palladium organosol |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60246226A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4919716A (en) * | 1988-05-19 | 1990-04-24 | Agency Of Industrial Science & Technology, Ministry Of International Trade & Industry | Method for dissolution of metal |
| EP0368542A2 (en) * | 1988-11-07 | 1990-05-16 | Minnesota Mining And Manufacturing Company | Method of reducing surface defects in a positive dental model |
| JP2005220435A (en) * | 2003-10-22 | 2005-08-18 | Mitsuboshi Belting Ltd | Method of producing metal nanoparticle and dispersion of metal nanoparticle |
-
1984
- 1984-05-21 JP JP59102382A patent/JPS60246226A/en active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4919716A (en) * | 1988-05-19 | 1990-04-24 | Agency Of Industrial Science & Technology, Ministry Of International Trade & Industry | Method for dissolution of metal |
| EP0368542A2 (en) * | 1988-11-07 | 1990-05-16 | Minnesota Mining And Manufacturing Company | Method of reducing surface defects in a positive dental model |
| JP2005220435A (en) * | 2003-10-22 | 2005-08-18 | Mitsuboshi Belting Ltd | Method of producing metal nanoparticle and dispersion of metal nanoparticle |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0226537B2 (en) | 1990-06-11 |
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