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Compound, preparation method thereof, oil absorbing resin and synthesis method thereof

A synthesis method and technology of oil-absorbing resins, applied in the field of oil-absorbing resins, can solve the problems of low resin strength, reduced resin practicability, and inability to meet the requirements of the desorption process, etc.

Active Publication Date: 2015-12-23
CNOOC ENERGY TECH & SERVICES +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] However, resin-type oil-absorbing materials are still not widely used at present, the main reason is that the resin strength is low, and the monomers selected for existing resins are all monomers containing flexible chains, so the main chain and side chains in the resin are composed of When the resin is saturated, the flexible chain and the adsorbed oil are fully solvated, and the molecular chain is fully extended. At this time, the resin becomes a gel or a fluid colloid, like a melted candle, making the Post-processing becomes difficult, which reduces the practicability of the resin, and cannot meet the requirements of the resin to withstand repeated adsorption and desorption processes in the treatment of oily wastewater, let alone withstand strong mechanical forces when used in conjunction with equipment
Although some researchers have reported that adding a certain amount of filler to the resin to support its structure and maintain the shape of the resin after oil absorption, it is at the expense of the oil absorption effect of the resin.

Method used

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  • Compound, preparation method thereof, oil absorbing resin and synthesis method thereof
  • Compound, preparation method thereof, oil absorbing resin and synthesis method thereof
  • Compound, preparation method thereof, oil absorbing resin and synthesis method thereof

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preparation example Construction

[0030] The present application also provides a preparation method of the compound having the structure of formula (I), including:

[0031] 6-(9-(2-ethylhexyl)-6-nitro-9H-carbazol-3-olyl)-2-(6-hydroxyethyl)-1H-benzisoquinoline-1, 3(2H)-diketone is reacted with methacryloyl chloride to obtain a compound having the structure of formula (I).

[0032] In the above process, the 6-(9-(2-ethylhexyl)-6-nitro-9H-carbazol-3-alcohol base)-2-(6-hydroxyethyl)-1H-benzoiso The substitution reaction between quinoline-1,3(2H)-dione and the methacryloyl chloride occurs. During the reaction, the 6-(9-(2-ethylhexyl)-6-nitro-9H-carbazole-3-alcohol base)-2-(6-hydroxyethyl)-1H-benzene And isoquinoline-1,3 (2H)-diketone is first dissolved in tetrahydrofuran and triethylamine, and described methacryloyl chloride is dissolved in tetrahydrofuran, and then the two are reacted, and obtained has formula (Ⅰ ) structure compounds. The 6-(9-(2-ethylhexyl)-6-nitro-9H-carbazol-3-alcohol base)-2-(6-hydroxyeth...

Embodiment 1

[0050] Preparation of 9-(2-ethylhexyl)-9H-carbazole: carbazole (4.0 g, 23.9 mmol), N,N-methylformamide (DMF, 30 mL), potassium hydroxide powder (2.53 g, 0.5 mol), added in a 200 ml round bottom flask, stirred for 30 min; 1-bromo-2-ethylhexyl (4.86 g, 25.19 mmol) was dissolved in 10 ml of DMF and dropped into the above mixed solution, stirred at room temperature for 12 h The reaction solution was poured into 400 milliliters of deionized water, dried over magnesium sulfate after being extracted with dichloromethane, and separated with a silica gel column (dichloromethane and sherwood oil 25:1 volume ratio) after dichloromethane was evaporated to get product 5.16g, 77% yield). 1HNMR (400MHz, CDCl 3 )δ8.11(d, J=7.7Hz, 2H), 7.52-7.45(m, 2H), 7.40(d, J=7.3Hz, 2H), 7.30~7.20(m, 2H), 4.23-4.13(m , 2H), 2.16-2.02(m, 1H), 1.47-1.22(m, 8H), 0.92(t, J=7.5Hz, 3H), 0.87(t, J=7.2Hz, 3H).

[0051] Preparation of 3-bromo-9-(2-ethylhexyl)-9H-carbazole: Add product 1 (5.16g, 18.47mmol) and 50...

Embodiment 2

[0058] Add water and 1g of dispersant polyvinyl alcohol into the reaction bottle, stir at 40°C to cool the polyvinyl alcohol solvent, add 90 g of long-chain methacrylate monomers and 10 g of monomers synthesized in Example 1, 0.3 ~1.0g initiator azobisisobutylcyanide and 0.3~1.0g crosslinking agent divinylbenzene, react for several hours under nitrogen protection, cool and filter, wash with 60~80℃ water and dry to obtain 85g Oil-absorbing resin.

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Abstract

The invention provides a compound with a structure of formula (I), and also provides a preparation method of the compound. The method includes: reacting 6-(9-(2-ethylhexyl)-6-nitro-9H-carbazole-3-ol)-2-(6-hydroxyethyl)-1H-benzisoquinoline-1, 3(2H)-dione with methacryloyl chloride to obtain the compound with the structure of formula (I). The invention also provides a synthesis method of oil absorbing resin, and the method comprises: subjecting the prepared compound, acrylic ester, an initiator and a crosslinking agent to reaction to obtain the oil absorbing resin. The side chain of the compound provided by the invention is a monomer with a rigid conjugated skeleton, and due to the strength support effect of the rigid skeleton, the oil absorbing resin synthesized from the monomer has no shape change from start to finish, thereby maintaining strength stability and having high reusability.

Description

technical field [0001] The invention relates to the technical field of oil-absorbing resins, in particular to a compound, a preparation method thereof, an oil-absorbing resin and a synthesis method thereof. Background technique [0002] Resin-type adsorbent materials can be designed according to the type of oil pollutants, and a polymer structure with good affinity with oil pollutants can be synthesized, so its structural design has flexibility. At the same time, the adsorption principle of polymer resin-type adsorbents It is very different from activated carbon adsorption, so its adsorption capacity is greatly improved. Moreover, the resin-type adsorption material can be regenerated very conveniently after use, realizing the recycling of the adsorption material and the recycling of organic matter, so it has broad application prospects in the field of oily wastewater treatment. It is particularly important to research and develop new resin-type adsorption materials that hav...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04C08F120/18
CPCC07D401/04C08F120/18C08F120/34
Inventor 安伟路建美张庆范
Owner CNOOC ENERGY TECH & SERVICES
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