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Myrcenyl plasticizer and preparation method thereof

A technology of myrcene and plasticizer, which is applied in the field of plasticizer replacing DOP and its preparation, can solve problems such as performance inferior to DOP and high price, and achieve the effects of simple process, energy saving and high tensile strength

Active Publication Date: 2012-06-27
NANJING TELESUN S & T IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these products are either too expensive, or their performance is not as good as DOP, so that no product can replace DOP to become the mainstream of the plasticizer market, so DOP still occupies most of the plasticizer market

Method used

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  • Myrcenyl plasticizer and preparation method thereof
  • Myrcenyl plasticizer and preparation method thereof
  • Myrcenyl plasticizer and preparation method thereof

Examples

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preparation example Construction

[0042] The preparation method of described myrcene-based plasticizer, more specific steps are as follows:

[0043] (1) Under the conditions of 30-80°C and no catalyst, carry out Diels-Alder reaction of equimolar amounts of myrcene and unsaturated anhydride for 3-7 hours to obtain the intermediate product 4-(4-methyl-3-pentane Alkenyl)-4-cyclohexene-1,2-acid (anhydride) (abbreviated as MYM).

[0044] (2) Use protonic acid or Lewis acid as a catalyst, the dosage is 0.5% to 3% of the molar weight of MYM, add a water-carrying agent of 5% to 25% of the total mass, and carry out esterification reaction between MYM and alcohol at a temperature of reflux After 0.5-5 hours, the target plasticizer was obtained.

[0045] The unsaturated acid or acid anhydride is selected from maleic anhydride, maleic acid, fumaric acid and other non-phthalic anhydrides or acids.

Embodiment 1

[0047] (1) In a heating jacket, a stirring device, a thermometer, a dropping funnel and a reflux condenser (the condenser is connected to a built-in CaCl 2 In the 500mL four-neck flask of drying tube), add 0.8mol maleic anhydride and heat it to melt. Start the stirrer, maintain the temperature at 50°C to 60°C, drop an equimole of myrcene from the dropping funnel, control the dropwise addition within 0.5h, and raise the temperature to 70°C for 4h after the dropwise addition. After the reaction is finished, vacuum distillation is used to collect the fraction at 180° C. / 1.05 kPa (absolute pressure), which is the intermediate product MYM.

[0048] (2) Take 10g SnCl 2 In a 150mL beaker, add 45g of distilled water, ultrasonic vibration to SnCl 2 Dissolve, and then dropwise add ammonia water to the beaker to pH = 7, let it stand for 60 minutes, separate layers, and remove the SnO layer for later use.

[0049] (3) In a 250mL three-necked flask equipped with a heating mantle, a stir...

Embodiment 2

[0051] (1) In a heating jacket, a stirring device, a thermometer, a dropping funnel and a reflux condenser (the condenser is connected to a built-in CaCl 2 In the 500mL four-neck flask of drying tube), add 0.8mol maleic acid. Start the stirrer, add equimolar myrcene dropwise from the dropping funnel, control the dropwise addition to be completed within 0.5h, and raise the temperature to 70°C for 4h reaction after the dropwise addition. After the reaction is finished, vacuum distillation is used to collect the fraction at 180° C. / 1.05 kPa (absolute pressure), which is the intermediate product MYM.

[0052](2) In a 250mL three-neck flask equipped with a heating mantle, a stirring device, a thermometer, and a water separator (the water separator is connected to a reflux condenser), add 0.1mol MYM and 0.4mol isooctyl alcohol, and simultaneously add 45g of toluene and 0.2 g Composite catalyst SnO-ZnO, MYM and isooctyl alcohol carry out esterification reaction at reflux temperature...

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Abstract

The invention discloses a myrcenyl plasticizer and a preparation method thereof. The method comprises the following steps of: 1, performing a Diels-Alder reaction on myrcene and unsaturated acid (anhydride) with equal molar weight in the absence of catalyst at the temperature of between 30 and 80 DEG C for 3 to 7 hours so as to obtain an intermediate product named 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2-acid (anhydride) (MYM for short); and 2, adding a water-carrying agent into protonic acid or Lewis acid serving as a catalyst in an using amount of 0.5 to 3 percent based on the molar weightof the MYM and performing an esterification reaction on the MYM and alcohol at a reflux keeping temperature for 0.5 to 5 hours so as to obtain a target product, namely, the plasticizer. The plasticizer prepared by the method has the characteristics of nontoxicity and degradability; and a plasticized plastic has high low-temperature resistance, high tensile strength and high resistivity and can betaken as a main plasticizer in various plastics and compounded with other plasticizers.

Description

technical field [0001] The invention relates to a plasticizer and a preparation method thereof, in particular to an environment-friendly plasticizer replacing DOP and a preparation method thereof. Background technique [0002] Plasticizers are currently the most widely used additives for plastics and rubber, and the production and consumption of phthalate plasticizers are the largest, among which the following three plasticizers are mainly: bis(2-ethyl phthalate) Hexyl) ester (DOP), diisononyl phthalate (DINP), diisodecyl phthalate (DIDP). [0003] As early as July 1, 2006, the EU ROHS directive pointed out that: bis(2-ethylhexyl) phthalate (DOP), diisononyl phthalate (DINP), di Isodecyl phthalate (DIDP), dihexyl phthalate (DEHP), dibutyl phthalate (DBP) and phenyl butyl phthalate (BBP) are 6 plasticizers in all children's toys and The content of PVC materials used in clothing and other items is strictly limited, and products with excessive content are not allowed to be so...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08K5/12C07C69/75C07C67/08
Inventor 夏建陵连建伟万厉杨小华黄坤李梅张燕陈瑶
Owner NANJING TELESUN S & T IND
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