Oxo-bi(N-Methylphthalimide) synthesis method

A technology of methyl phthalimide and oxo, which is applied in the direction of organic chemistry, can solve the problems of long reaction time, incomplete reaction, and low product yield, and achieve short reaction time, complete reaction, and high product yield. The effect of high purity

Inactive Publication Date: 2011-09-28
INST OF PETROCHEM HEILONGJIANG ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the invention is to solve the problems of long reaction time, incomplete reaction and low product yield in the existing method for synthesizing oxo-bis(N-methylphthalimide), and to provide a synthetic oxygen Method of generation-bis(N-methylphthalimide)

Method used

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specific Embodiment approach 1

[0007] Specific embodiment one: the method for synthesizing oxo-bis(N-methylphthalimide) of the present embodiment is implemented according to the following steps: add 80 ~ 90g N-methyl-4-nitrophthalimide, 20-25g sodium carbonate, 8-12g potassium carbonate, 200-500ml N-methylpyrrolidone, 30-100ml toluene and 0.1-1g alkylguanidine halide , then heated to reflux at 150-190°C for 3-7h, cooled to room temperature and poured into 500-2000ml of water, filtered out the tan solid, washed with water and dried to obtain oxo-bis(N-methyl-o- phthalimide); wherein the alkylguanidine halide is pentaalkylguanidine halide or hexaalkylguanidine halide.

[0008] In this embodiment, sodium carbonate and potassium carbonate belong to alkali metal carbonates and are used as catalysts; alkylguanidine halides are also used as catalysts; N-methylpyrrolidone belongs to polar aprotic solvents.

[0009] In the present embodiment, a self-condensation reaction is carried out.

specific Embodiment approach 2

[0010] Specific embodiment two: the difference between this embodiment and specific embodiment one is to add 80g N-methyl-4-nitrophthalimide, 20g carbonic acid to the there-necked flask with stirrer, condenser, thermometer Sodium, 8g potassium carbonate, 200ml N-methylpyrrolidone, 30ml toluene and 0.1g alkylguanidine halide. Other steps and parameters are the same as those in Embodiment 1.

specific Embodiment approach 3

[0011] Specific embodiment three: the difference between this embodiment and specific embodiment one is to add 890g N-methyl-4-nitrophthalimide, 25g carbonic acid to the there-necked flask with stirrer, condenser, thermometer Sodium, 12g potassium carbonate, 500ml N-methylpyrrolidone, 100ml toluene and 1g alkylguanidine halide. Other steps and parameters are the same as those in Embodiment 1.

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Abstract

An oxo-bi(N-Methylphthalimide) synthesis method, which solves problems existing in prior art, such as long reaction time, incomplete reaction and low yield. The method comprises the following steps: adding N-methyl-4-nitrophthalimide, sodium carbonate, potash, N- methyl pyrrolidone, toluene and alkyl guanidine haloid into a three-neck flask; then heating for refluxing; cooling to room temperatureand pouring into water; filtering solid; washing and drying to finish. The method of the invention has moderate reaction conditions without requiring a waterless condition or an inert gas protection,a short reaction time, a complete reaction, and a simple post treatment. The product, which is easy to separate, has a yield higher than 85%, a melting point of 269-271 DEG C, and a high purity. In addition, the method with a reduced production costs is environment-friendly and suitable for large scale production.

Description

technical field [0001] The invention relates to a synthetic method of oxo-bis(N-methylphthalimide). Background technique [0002] Oxo-bis(N-methylphthalimide) (OBI) is an important monomer for the synthesis of polyimide 3,3',4,4'-diphenyl ether tetracarboxylic dianhydride (ODPA) intermediates. Polyimides synthesized from ODPA have meltability in addition to high heat resistance, good mechanical and dielectric properties due to the introduction of flexible ether bonds. ODPA is currently the most widely used ether anhydride monomer for polyimide synthesis. [0003] The traditional method for synthesizing oxo-bis(N-methylphthalimide) is to add Phase transfer catalysts such as tetraethylammonium bromide, tetrabutylammonium bromide, tetrabenzylammonium bromide, tetraphenylphosphonium bromide, etc., carry out self-condensation reaction in polar aprotic solvents. Although this process route is relatively mature, the catalysts used in the traditional process, such as sodium nitr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/48
Inventor 张春荣姜洪刘传玉钟占文
Owner INST OF PETROCHEM HEILONGJIANG ACADEMY OF SCI
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