High hydroxyl value bio-base polyol prepared by utilizing epoxidized vegetable oil through one-step reaction

Abstract

The invention discloses a high hydroxyl value bio-base polyol prepared by utilizing epoxidized vegetable oil through one-step reaction, which is obtained by the following one preparing step: accordingto the molar ratio of epoxy group to amino group being 1:1-1:1.1, leading the epoxidized vegetable oil and diolamine to simultaneously generate epoxy group ring opening reaction and ester group amidation reaction at the temperature of 80-140 DEG C for 2-16 hours, thus obtaining bio-base polyol. The high hydroxyl value bio-base polyol prepared by utilizing epoxidized vegetable oil through one-stepreaction is a novel bio-base polyol, and has the characteristics of high hydroxyl valve, high primary hydroxyl group content, short 'swing' chain, low viscosity and the like. The novel method for preparing the bio-base polyol is characterized by completing ring opening and amidation reactions by one step, having short processing procedures, capability of avoiding cross linking reaction, no need of catalyst, and no need of separating steps, being environment friendly, and easy to realize industrialized production, and the like.

Description

technical field

[0001] The invention relates to bio-based polyols, in particular to a bio-based polyol with high hydroxyl value prepared by one-step reaction using epoxy vegetable oil. Background technique

[0002] Most vegetable oils are mixtures of saturated and unsaturated fatty acid triglycerides (or triglycerides) with a carbon chain length of 14-24. A variety of vegetable oil derivatives, such as epoxy vegetable oil, can be prepared by using the reaction of functional groups such as double bonds and ester bonds in triglycerides. Using vegetable oil or vegetable oil derivatives as the main raw material, various vegetable oil polyols can be prepared through epoxidation, ring opening, alcoholysis and other reactions or their combination. Since vegetable oil is a biomass resource, vegetable oil polyol is a bio-based polyol, which is different from petroleum-based polyols produced from petroleum resources. Therefore, in the literature, vegetable oil polyols are sometimes ...

Examples

preparation example Construction

[0032] In the preparation method of the novel bio-based polyol proposed by the invention, two reactions of ring opening and amidation are completed in one step, and the process flow is short.

[0033] The preparation method of the novel bio-based polyol proposed by the present invention has non-toxic and non-volatile raw materials, no catalyst is needed for the reaction, no separation of reaction products is required, and the reaction temperature is low, so it has good environmental friendliness and is easy to realize industrialization.

Embodiment 1

[0036] Add 95 grams of epoxidized soybean oil and 79 grams of diethanolamine (the molar ratio of epoxy group to secondary amino group is 1:1) into a 500 ml three-necked flask, heat the oil bath to 115 ° C, and react for 8 hours under stirring to obtain bio-based The polyol product is an orange-red oily liquid with a hydroxyl value of 718mgKOH / g.

[0037] The infrared spectrograms of the raw material epoxy soybean oil and the product are shown in figure 1 with figure 2 . The ester group characteristic absorption peak of epoxidized soybean oil is at 1740cm -1 , the characteristic absorption peak of epoxy group is at 824cm -1 and 842cm -1 ; In the product, the characteristic absorption peak of the ester group becomes very small, and the characteristic absorption peak of the epoxy group disappears, while at 1620cm -1 Appeared the characteristic absorption peak of amide group, at 3350cm -1 The characteristic broad absorption peak of the hydroxyl group appeared nearby, which ...

Embodiment 2

[0039] Add 95 grams of epoxidized soybean oil and 86.9 grams of diethanolamine (the molar ratio of epoxy group to secondary amino group is 1:1.1) into a 500 ml three-necked flask, heat the oil bath to 80 ° C, and react for 16 hours under stirring to obtain bio-based The polyol product is an orange-red oily liquid with a hydroxyl value of 760mgKOH / g.

technical field

[0001] The invention relates to bio-based polyols, in particular to a bio-based polyol with high hydroxyl value prepared by one-step reaction using epoxy vegetable oil. Background technique

[0002] Most vegetable oils are mixtures of saturated and unsaturated fatty acid triglycerides (or triglycerides) with a carbon chain length of 14-24. A variety of vegetable oil derivatives, such as epoxy vegetable oil, can be prepared by using the reaction of functional groups such as double bonds and ester bonds in triglycerides. Using vegetable oil or vegetable oil derivatives as the main raw material, various vegetable oil polyols can be prepared through epoxidation, ring opening, alcoholysis and other reactions or their combination. Since vegetable oil is a biomass resource, vegetable oil polyol is a bio-based polyol, which is different from petroleum-based polyols produced from petroleum resources. Therefore, in the literature, vegetable oil polyols are sometimes ...

Examples

preparation example Construction

[0032] In the preparation method of the novel bio-based polyol proposed by the invention, two reactions of ring opening and amidation are completed in one step, and the process flow is short.

[0033] The preparation method of the novel bio-based polyol proposed by the present invention has non-toxic and non-volatile raw materials, no catalyst is needed for the reaction, no separation of reaction products is required, and the reaction temperature is low, so it has good environmental friendliness and is easy to realize industrialization.

Embodiment 1

[0036] Add 95 grams of epoxidized soybean oil and 79 grams of diethanolamine (the molar ratio of epoxy group to secondary amino group is 1:1) into a 500 ml three-necked flask, heat the oil bath to 115 ° C, and react for 8 hours under stirring to obtain bio-based The polyol product is an orange-red oily liquid with a hydroxyl value of 718mgKOH / g.

[0037] The infrared spectrograms of the raw material epoxy soybean oil and the product are shown in figure 1 with figure 2 . The ester group characteristic absorption peak of epoxidized soybean oil is at 1740cm -1 , the characteristic absorption peak of epoxy group is at 824cm -1 and 842cm -1 ; In the product, the characteristic absorption peak of the ester group becomes very small, and the characteristic absorption peak of the epoxy group disappears, while at 1620cm -1 Appeared the characteristic absorption peak of amide group, at 3350cm -1 The characteristic broad absorption peak of the hydroxyl group appeared nearby, which ...

Embodiment 2

[0039] Add 95 grams of epoxidized soybean oil and 86.9 grams of diethanolamine (the molar ratio of epoxy group to secondary amino group is 1:1.1) into a 500 ml three-necked flask, heat the oil bath to 80 ° C, and react for 16 hours under stirring to obtain bio-based The polyol product is an orange-red oily liquid with a hydroxyl value of 760mgKOH / g.

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