Classifications

• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
  • C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
  • C07C5/03—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of non-aromatic carbon-to-carbon double bonds
  • C07C5/05—Partial hydrogenation
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
  • C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
  • C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
  • C07C2523/44—Palladium
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
  • C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
  • C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
  • C07C2527/06—Halogens; Compounds thereof
  • C07C2527/138—Compounds comprising a halogen and an alkaline earth metal, magnesium, beryllium, zinc, cadmium or mercury
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
  • C07C2527/24—Nitrogen compounds
  • C07C2527/25—Nitrates
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
  • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
  • C07C2531/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts

Definitions

• the present invention relates to a process for the selective hydrogenation of diolefin hydrocarbons to olefin hyrdocarbons.
• the passage of I material to be hydrogenated and zinc salt on the catalyst in the course of the continuous tests can be effected for many times while obtaining always very good selectivity.
• the anion ofthe zinc salt has no importance as to the selectivity, but it is preferable that the salt have a high solubility in water.
• the chloride, sulfate, nitrate, acetate and oxalate are quite suitable.
• the amount of salt can vary from 0.0] to 5 percent and preferably from 0.01 to 2 percent by weight with respect to the diolefin compound.
• the minimum amount of water necessary for the good course of the reaction is such as to be sufficient to dissolve the zinc salt under the reaction conditions.
• an amine compound generally ammonia, in very low amounts, preferably lower than 0.5% by weight with respect to the diolefin compound, even though higher amounts, up to 20 30 percent do not negatively effect the reaction.
• the present invention can be applied to continuous or discontinuous processes in a wide range of tempera-- ture, for instance, between 20C and 60 instance C, and 0t izrsss tstfqriastanse f m. U9 .ZQW Q Phq It is to be noted that the amount of the salt, which is to be added to the reaction mixture, depends, within the abovementioned ranges, the reaction rate, i.e., on the hydrogen pressure and the temperature, and also on the efficacy of stirring.
• the absorption of hydrogen from the reaction mixture stops after one of the double-bonds has been hydrogenated to a simple bond, then, by letting the reacted mixture at the reaction conditions also for relatively long times, a further hydrogenation does not substantially occur.
• Cyclopentadiene was hydrogenated in the presence of 2 percent by weight of a Pd base catalyst on CaCO as catalyst carrier (5% Pd) at the temperature of 30C.
• 0.2 percent of ammonia, 0.2 percent of dehydrated zinc acetate and 0.4 percent by weight of water were added into an autoclave kept under stirring by means of a stirrer consisting of a hallow shaft for letting hydrogen be recirculated.
• the hydrogen pressure was 5 kg/cm
• the course of reaction was controlled by gaschromatography analysis performed on samples drawn at regular intervals.
• EXAMPLE 2 We operated according to'example l but the water amount was l percent. After the disappearance of starting cyclopentadiene, the selectivity as cyclopentene of the obtained product was 99.2 percent and'was practically constant also after a long time during which the product remained at the reaction conditions.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
• Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

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Cited By (6)

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Citations (9)

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• 1972
  • 1972-07-27 IT IT27492/72A patent/IT963424B/it active
• 1973
  • 1973-06-20 ZA ZA734155A patent/ZA734155B/xx unknown
  • 1973-06-26 ZM ZM105/73*UA patent/ZM10573A1/xx unknown
  • 1973-06-26 YU YU1719/73A patent/YU35092B/xx unknown
  • 1973-06-26 CS CS4591A patent/CS176241B2/cs unknown
  • 1973-06-27 RO RO7375259A patent/RO70140A/ro unknown
  • 1973-06-28 AU AU57469/73A patent/AU477097B2/en not_active Expired
  • 1973-07-05 JP JP7533473A patent/JPS5313602B2/ja not_active Expired
  • 1973-07-05 TR TR17413A patent/TR17413A/xx unknown
  • 1973-07-16 IE IE1194/73A patent/IE38478B1/xx unknown
  • 1973-07-17 BG BG024125A patent/BG21008A3/xx unknown
  • 1973-07-17 GB GB3408373A patent/GB1428287A/en not_active Expired
  • 1973-07-18 IN IN1682/CAL/73A patent/IN139205B/en unknown
  • 1973-07-18 CH CH1052073A patent/CH588428A5/xx not_active IP Right Cessation
  • 1973-07-20 FR FR7326822A patent/FR2194672B1/fr not_active Expired
  • 1973-07-24 US US00382055A patent/US3857894A/en not_active Expired - Lifetime
  • 1973-07-24 BE BE133808A patent/BE802721A/xx unknown
  • 1973-07-24 ES ES417524A patent/ES417524A1/es not_active Expired
  • 1973-07-25 DD DD172509A patent/DD104500A5/xx unknown
  • 1973-07-25 BR BR5591/73A patent/BR7305591D0/pt unknown
  • 1973-07-26 PL PL1973164309A patent/PL90383B1/pl unknown
  • 1973-07-26 DK DK414073AA patent/DK136524B/da not_active IP Right Cessation
  • 1973-07-26 LU LU68103A patent/LU68103A1/xx unknown
  • 1973-07-26 NL NLAANVRAGE7310423,A patent/NL169724C/xx not_active IP Right Cessation
  • 1973-07-26 CA CA177,367A patent/CA1046535A/en not_active Expired
  • 1973-07-26 NO NO3023/73A patent/NO139858C/no unknown
  • 1973-07-26 HU HU73SA00002513A patent/HU172415B/hu unknown
  • 1973-07-26 SE SE7310415A patent/SE379533B/xx unknown
  • 1973-07-26 AT AT658773A patent/AT328417B/de not_active IP Right Cessation
  • 1973-10-17 AR AR249129A patent/AR227263A1/es active

Patent Citations (9)

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