Classifications

• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
  • C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table

Definitions

• the invention of this application relates to a process for the synthesis of dialkylgold (III) 3-diketonates.
• the synthesized compounds, especially dimethylgold (III) trifluoracetylacetonate, are particularly useful in laser induced metallization of semiconductor components.
• the synthetic process is simpler than previously known processes and operates at a much higher yield.
• dimethylgold (III) ⁇ -diketonates has been known for many years. There is a synthetic procedure set forth by Brain and Gibson, "The Organic Compounds of Gold. Part VII. Methyl and Ethyl Compounds", J. Chem. Soc, 762 (1939). The process involves the prep ⁇ aration of dimethylmonoiodogold dimer by the reaction of an etheral solution of methyl magnesium iodide with pyridino- trichlorogold in dry pryidine. The dimethylmonoiodogold dimer is then reacted with thallous acetylacetonate to produce the desired dimethylgoldacetylacetonate. This two step process suffers from the deficiencies that the yield is quite low, in the range of 10-2095, and the presence of any thallium salt resides cause unacceptable contamination for use in semiconductor components.
• tetrahaloauric acid viz. , t ⁇ trabromcauric acid
• t ⁇ trabromcauric acid tetrahaloauric acid
• the resulting trihalogold (III) pyridyl complex viz. , tribromogold (III) pyridyl complex
• This material was dried, dissolved in dry pyridine, and heated to 80oc to form a di-pyridylgold (III) complex.
• a freshly prepared Gringard reagent preferably MeMgl.
• the invention of this application is to a process for the synthesis of dialkylgold (III) ⁇ -diketonates comprising the steps of reacting gold — ⁇
• the present invention provides a two-step one-pot process fcr the synthesis of dialkylgold (III) j8-diketonates.
• the first step comprises the addition of an alkyl lithium to gold trihalide to form a trialkyl- gold intermediate. It has been found that it is undesirable to do a separate work-up to isolate this trialkylgold intermediate because it is unstable, decomposing below room temperature.
• the second step comprises the addition of a 3-dike one to the reaction mixture to form the desired dialkylgold (III) ⁇ -diketonate.
• the alkyl lithium compounds include methyl lithium, ethly lithium, n-propyl lithium, _i-propyl lithium, n-butyl lithium, i.-but ⁇ l lithium and it-butyl lithium.
• Methyl lithium is most preferred because it forms the most stable gold complexes. As the alkyl group gets larger the resulting complexes exhibit lower volatility and are more unstable.
• the gold trihalides include AuBr3 • , AuCl3', and Aul3. Gold tribromide is most preferred.
• the j3-diketones useful in the synthesis of the invention include acetyl acetone, 1 , 1 , 1-trifluoroacetylacetone, and 1,1,1,5,5,5- hexafluoroacetylacetone.
• Other 1 ,3-diketones, both alkyl and aryl substituted, may be effectively used in the synthetic process of the
• SUBSTITUTE SHEET present invention The use of trifluoroacetylacetone leads to the most preferred end products (dialkylgold trifluoroacetylacetonates) which are useful in laser induced metallization of semiconductor components.
• the resultant mixture was a brown slurry which was stirred while Dry Ice and acetone were added to the cooling bath to bring the bath temperature to -80°C.
• the slurry was deoxygenated by alternately pulling a vacuum (25" Hg) and refilling with nitrogen. This sequence was repeated five times.
• a solution of methyl lithium in ether (550 mL of 1.50 M CH 3 Li/Et 2 0, 825.0 mmol, 3.00 equiv.) was then charged to the dropping funnel via syringe. When the internal temperature of the reaction mixture reached -80°C, methyl lithium addition was started. The methyl lithium was added slowly over a period of 70 minutes. An initial exotherm was noticable. A small portion (40 mL) of diethyl ether was used to rinse out the dropping funnel.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

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Cited By (2)

• 1990
  • 1990-05-01 US US07/517,272 patent/US5023360A/en not_active Expired - Fee Related
  • 1990-10-15 JP JP2515577A patent/JPH05502020A/ja active Granted
  • 1990-10-15 DE DE69013693T patent/DE69013693T2/de not_active Expired - Fee Related
  • 1990-10-15 WO PCT/US1990/005899 patent/WO1991017167A1/en not_active Ceased
  • 1990-10-15 EP EP90916578A patent/EP0530187B1/en not_active Expired - Lifetime

Non-Patent Citations (5)

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