Triolein and synthesis method thereof

Abstract

The synthesis method comprises the following steps: by taking glycerol and oleic acid as reaction raw materials and melamine as a reaction solvent, carrying out esterification reaction to generate glyceryl oleate, so as to obtain glyceryl oleate; wherein the mass parts of the glycerol, the oleic acid and the grease are respectively 20 to 50 parts, 50 to 70 parts and 0.02 to 1.0 part; the synthesis method comprises the following steps: putting reaction raw materials and a reaction solvent into a first container, stirring, putting into a high-pressure kettle, and pressurizing and heating at the temperature of 105-120 DEG C, the pressure of 200MPa and the flow of 51pm in the high-pressure kettle; after the pressurizing and heating duration in the high-pressure kettle is a first preset duration of 4-5 hours, temperature rise is ended, and after the constant temperature is kept for a second preset duration, the high-pressure kettle is cooled to the room temperature.

Description

Technical Field

[0001] The invention relates to the technical field of material processing, and in particular to olein and a synthesis method thereof. Background Art

[0002] Oleic acid glyceride is a new type of energy and chemical raw material with broad application prospects. It is used as an emulsifier and wetting agent in the daily chemical industry to prepare new polymers, liquid crystals, ceramides, etc. It can also be used in surfactants, pharmaceutical raw materials and other applications.

[0003] The preparation of olein can be carried out by chemical synthesis, biological fermentation and hydrolysis. Among them, chemical synthesis is one of the main methods for preparing olein. The chemical synthesis steps of olein include catalytic distillation of oleic acid, esterification reaction of glycerol and acid deesterification reaction. During the synthesis process, the reaction conditions, such as temperature, catalyst type and concentration, need to be controlled to ensure the stability and purity of the synthesis results.

[0004] However, the conversion rate of the reaction process when chemical synthesis is used in the prior art is low.

[0005] The above contents are only used to assist in understanding the technical solution of the present invention and do not constitute an admission that the above contents are prior art. Summary of the invention

[0006] The main purpose of the present invention is to provide olein and a synthesis method thereof, aiming to solve the problem of low conversion rate of preparation of olein in the prior art.

[0007] In order to achieve the above object, the present invention provides a method for synthesizing olein, which comprises:

[0008] Using glycerol and oleic acid as reaction raw materials and melamine as reaction solvent, an esterification reaction occurs to generate oleic acid glyceride, thereby obtaining oleic acid glyceride;

[0009] Wherein, the mass fractions of glycerol, oleic acid and oil are 20-50 parts, 50-70 parts and 0.02-1.0 parts respectively;

[0010] The synthesis method comprises:

[0011] Put the reaction raw materials and the reaction solvent into a first container, stir and then put into an autoclave for pressurized heating, wherein the temperature in the autoclave is 105°C-120°C, the pressure is 200MPa, and the flow rate is 51pm;

[0012] After the pressurized heating time in the autoclave reaches a first preset time, the heating is stopped, and the temperature is maintained at a constant temperature for a second preset time, and then cooled to room temperature, wherein the first preset time is 4 hours to 5 hours.

[0013] Preferably, in the synthesis method of olein, the mass fractions of glycerol and oleic acid are 30-40 parts and 60-70 parts respectively.

[0014] Preferably, in the synthesis method of olein, the temperature in the autoclave is 110°C-120°C.

[0015] Preferably, in the synthesis method of olein, the first preset time length is 4.5 hours.

[0016] In order to achieve the above object, the present invention also provides a method for synthesizing olein, which comprises:

[0017] Glycerol and oleic acid are used as reaction raw materials, melamine is used as reaction solvent, and esterification reaction occurs to generate oleic acid glyceride, thereby obtaining oleic acid glyceride.

[0018] Preferably, in the synthesis method of oleyl glyceride, the mass fractions of glycerol, oleic acid, and oil are 20-50 parts, 50-70 parts, and 0.02-1.0 parts, respectively;

[0019] Preferably, in the synthesis method of olein, the reaction temperature is 105°C-120°C, the pressure is 200MPa-500MPa, and the heating time is 4-5h.

[0020] Preferably, in the synthesis method of olein, the reaction temperature is 110°C-120°C.

[0021] Preferably, in the synthesis method of olein, the heating time is 4.5 h.

[0022] Preferably, in the synthesis method of olein, the pressure is 300MPa-400MPa.

[0023] In order to achieve the above object, the present invention also provides a kind of olein, which is synthesized by the above method for synthesizing olein.

[0024] The present invention has at least the following beneficial effects:

[0025] The invention uses glycerol and oleic acid as reaction raw materials and melamine as reaction solvent to generate oleic acid glyceride through esterification reaction, and obtains oleic acid glyceride; wherein the mass fractions of the glycerol, oleic acid and fat are 20-50 parts, 50-70 parts and 0.02-1.0 parts respectively; the synthesis method comprises: putting the reaction raw materials and the reaction solvent into a first container, stirring and then putting them into an autoclave for pressurized heating, wherein the temperature in the autoclave is 105-120°C, the pressure is 200MPa and the flow rate is 51pm; after the pressurized heating time in the autoclave is a first preset time, the temperature is terminated, and the temperature is kept constant for a second preset time, and then the oleic acid glyceride is cooled to room temperature, wherein the first preset time is 4 hours to 5 hours, so that the preparation esterification rate of oleic acid glyceride reaches more than 97%.

[0026] Furthermore, by adding CHN as a reaction solvent to generate an acid-base neutralization reaction, the oleic acid reaction can be completed and the reaction rate can be accelerated; the melting point is improved to protect the reactants and products, the problem of oleic acid and glycerol being insoluble before the reaction is improved, and the conversion rate of the reaction process is improved.

[0027] Furthermore, the process of the present invention can achieve a glycerol conversion rate of more than 95% during the reaction, and a selectivity of the target product oleic acid glyceride of more than 80%. BRIEF DESCRIPTION OF THE DRAWINGS

[0028] Figure 1 The present invention provides a flow chart of the method for synthesizing olein.

[0029] The realization of the purpose, functional features and advantages of the present invention will be further explained in conjunction with embodiments and with reference to the accompanying drawings. DETAILED DESCRIPTION

[0030] In the embodiments of the present invention, the term "and / or" describes the association relationship of associated objects, indicating that three relationships may exist. For example, A and / or B may represent three situations: A exists alone, A and B exist at the same time, and B exists alone. The character " / " generally indicates that the associated objects before and after are in an "or" relationship.

[0031] It should be noted that the terms "first", "second", etc. in the specification and claims of the present invention and the above-mentioned drawings are used to distinguish similar objects, and are not necessarily used to describe a specific order or sequence.

[0032] In the embodiments of the present invention, the term "plurality" refers to two or more than two, and other quantifiers are similar.

[0033] In order to make the purpose, technical scheme and advantages of the embodiments of the present invention clearer, the embodiments of the present invention will be described in detail below in conjunction with the accompanying drawings. However, it can be understood by those skilled in the art that in the embodiments of the present invention, many technical details are proposed in order to enable the reader to better understand the present invention. However, even without these technical details and various changes and modifications based on the following embodiments, the technical scheme claimed in the present invention can also be implemented. The division of the following embodiments is for the convenience of description and should not constitute any limitation on the specific implementation of the present invention. The various embodiments can be combined and referenced with each other under the premise of no contradiction.

[0034] The present invention provides a method for synthesizing olein, wherein glycerol and oleic acid are used as reaction raw materials, melamine (CHN) is used as reaction solvent, and olein is generated by esterification reaction to obtain olein, wherein the mass fractions of glycerol, oleic acid, and oil are 20-50 parts, 50-70 parts, and 0.02-1.0 parts, respectively.

[0035] Oleic acid glycerol (1-oleyl glyceryl) is an organic compound with the molecular formula C 21 H 40 O4. It is the product of the polymerization of oleic acid (octadecenoic acid) and glycerol (propylene glycol), and is an unsaturated glyceride. It can be hydrolyzed under acidic and alkaline conditions, and can also react with hydrogen and nitrate with nitric acid. It is often used as a surfactant, food stabilizer, and plastic rubber additive.

[0036] Figure 1 A process 100 for synthesizing oleylglycerol is shown schematically. Figure 1 .

[0037] At step 101, the reaction raw materials and the reaction solvent are placed in a first container, stirred, and placed in an autoclave for pressurized heating. The temperature in the autoclave is 105°C-120°C, and the pressure is 200MPa. The mass fractions of glycerol, oleic acid, and oil are 20-50 parts, 50-70 parts, and 0.02-1.0 parts, respectively. The mass fractions of glycerol and oleic acid can also be 30-40 parts and 60-70 parts.

[0038] At step 102, after the time of pressurized heating in the autoclave reaches the first preset time, the temperature rise is terminated, and the temperature is kept constant for the second preset time, and then cooled to room temperature, wherein the first preset time is 4-5 hours. The second preset time can be 10 minutes, or can be set according to specific needs. The first preset time can also be 4.5 hours.

[0039] With glycerol and oleic acid as the reaction raw materials and melamine as the reaction solvent, an esterification reaction is carried out to generate oleic acid glyceride, and oleic acid glyceride is obtained, and the structural formula is:

[0040]

[0041] The molecular formula of oleic acid is: 17 H 33 COOH.

[0042] The molecular formula of glycerol (propylene glycol) is: HOCH2CH(OH)CH2OH.

[0043] Oleic acid and glycerol undergo esterification to form oleylglycerol, and the chemical reaction equation is:

[0044]

[0045] The present invention also provides a method for synthesizing oleic acid glyceride, which further comprises: using glycerol and oleic acid as reaction raw materials, and melamine as reaction solvent, to generate oleic acid glyceride by esterification reaction, thereby obtaining oleic acid glyceride. The mass fractions of the glycerol and oleic acid are 30-40 parts and 60-70 parts respectively.

[0046] Among them, the reaction temperature is 105℃-120℃, the pressure is 200MPa-500MPa, and the heating time is 4-5h.

[0047] It should be noted that this embodiment includes the contents of the above embodiments, and the contents of the above embodiments can also be applied to this embodiment.

[0048] The influencing factors in the above synthesis method are explained below through examples and comparative examples.

[0049] (1) Impact of reaction time

[0050] It should be noted that, when other reaction conditions are the same, the esterification rate increases with the increase of reaction time; however, when the reaction time is too long, the esterification rate remains unchanged, while the color of the reactant becomes darker, and side reactions occur, causing the quality of the product to decrease. In this embodiment, when the reaction time is less than 4h, the esterification rate is too low, and the esterification rate is the highest when the reaction time reaches 4h-5h; when the reaction time exceeds 5h, side reactions occur, causing the quality of the product to decrease, as shown in Table 1. The calculation of the esterification rate can be calculated by calculating the acid value.

[0051] Table 1 Effect of reaction time on esterification rate

[0052] Reaction time Esterification rate% Example 1 4 97.4 Example 2 4.5 98.7 Example 3 5 99.6 Comparative Example 1 3 85.1％

[0053] Example 1

[0054] Using glycerol and oleic acid as reaction raw materials and melamine as reaction solvent, an esterification reaction is carried out to generate oleic acid glyceride, thereby obtaining oleic acid glyceride; wherein the mass fractions of the glycerol, oleic acid, and oil are 30 parts, 50 parts, and 0.02 parts, respectively;

[0055] S1, placing the reaction raw materials and the reaction solvent into a first container, stirring and placing them into an autoclave for pressurized heating, wherein the temperature in the autoclave is 110° C. and the pressure is 200 MPa;

[0056] S2, after the pressurized heating time in the autoclave reaches the first preset time, the heating is stopped, and the constant temperature is maintained for 10 minutes, and then cooled to room temperature, wherein the first preset time is 4 hours.

[0057] Example 2

[0058] Using glycerol and oleic acid as reaction raw materials and melamine as reaction solvent, an esterification reaction is carried out to generate oleic acid glyceride, thereby obtaining oleic acid glyceride; wherein the mass fractions of the glycerol, oleic acid, and oil are 30 parts, 50 parts, and 0.02 parts, respectively;

[0059] S1, placing the reaction raw materials and the reaction solvent into a first container, stirring and placing them into an autoclave for pressurized heating, wherein the temperature in the autoclave is 110° C. and the pressure is 200 MPa;

[0060] S2, after the pressurized heating time in the autoclave reaches the first preset time, the heating is stopped, and the constant temperature is maintained for 10 minutes, and then cooled to room temperature, wherein the first preset time is 4.5 hours.

[0061] Example 3

[0062] Using glycerol and oleic acid as reaction raw materials and melamine as reaction solvent, an esterification reaction is carried out to generate oleic acid glyceride, thereby obtaining oleic acid glyceride; wherein the mass fractions of the glycerol, oleic acid, and oil are 30 parts, 50 parts, and 0.02 parts, respectively;

[0063] S1, placing the reaction raw materials and the reaction solvent into a first container, stirring and placing them into an autoclave for pressurized heating, wherein the temperature in the autoclave is 110° C. and the pressure is 200 MPa;

[0064] S2, after the pressurized heating time in the autoclave reaches the first preset time, the heating is stopped, and the constant temperature is maintained for 10 minutes, and then cooled to room temperature, wherein the first preset time is 5 hours.

[0065] Comparative Example 1

[0066] Using glycerol and oleic acid as reaction raw materials and melamine as reaction solvent, an esterification reaction is carried out to generate oleic acid glyceride, thereby obtaining oleic acid glyceride; wherein the mass fractions of the glycerol, oleic acid, and oil are 30 parts, 50 parts, and 0.02 parts, respectively;

[0067] S1, placing the reaction raw materials and the reaction solvent into a first container, stirring and placing them into an autoclave for pressurized heating, wherein the temperature in the autoclave is 110° C. and the pressure is 200 MPa;

[0068] S2, after the pressurized heating time in the autoclave reaches the first preset time, the heating is stopped, and the constant temperature is maintained for 10 minutes, and then cooled to room temperature, wherein the first preset time is 3 hours.

[0069] (2) Effect of reaction temperature

[0070] When other reaction conditions are the same, as the reaction temperature increases, the esterification rate gradually increases; but when the reaction temperature is too high, the side reactions will intensify, the color of the reaction product will darken, and the product quality will be affected. At the beginning of the temperature increase, the esterification rate is relatively low. When the temperature is increased to 105°C-120°C, the reaction rate is fast and the esterification rate gradually increases. However, when the reaction temperature continues to increase, the reaction rate increases slowly, the esterification rate does not increase significantly, and side effects occur, and the color of the system turns yellow. Therefore, the reaction temperature of the present invention is 105°C-120°C for the best effect.

[0071] (3) Effect of the distribution ratio of each group

[0072] When other conditions are the same, the mass fraction of the reaction raw material glycerol increases, and the oleic acid reacts completely. However, when the mass fraction of glycerol is too large, the reaction amount of oleic acid is not obvious, indicating that the best effect is achieved when the mass fractions of glycerol and oleic acid are 20-50 parts and 50-70 parts, respectively.

[0073] (4) Effect of reaction solvent

[0074] The selection of the reaction solvent in the present invention is very important. When the melamine provided by the present invention is selected as the reaction solvent, not only the reaction speed is significantly improved, but also the reaction temperature is significantly reduced, and the esterification rate is improved.

[0075] The following is a comparative description of using melamine as a reaction solvent and not using melamine as a reaction solvent.

[0076] Example 4

[0077] Using glycerol and oleic acid as reaction raw materials and melamine as reaction solvent, an esterification reaction is carried out to generate oleic acid glyceride, thereby obtaining oleic acid glyceride; wherein the mass fractions of the glycerol, oleic acid, and oil are 30 parts, 50 parts, and 0.02 parts, respectively;

[0078] S1, placing the reaction raw materials and the reaction solvent into a first container, stirring and placing them into an autoclave for pressurized heating, wherein the temperature in the autoclave is 110° C. and the pressure is 200 MPa;

[0079] S2, after the pressurized heating time in the autoclave reaches the first preset time, the heating is stopped, and the constant temperature is maintained for 10 minutes, and then cooled to room temperature, wherein the first preset time is 5 hours.

[0080] Comparative Example 2

[0081] Using glycerol and oleic acid as reaction raw materials and a fixed acid as a reaction solvent, an esterification reaction is performed to generate oleic acid glyceride, thereby obtaining oleic acid glyceride; wherein the mass fractions of the glycerol, oleic acid, and oil are 30 parts, 50 parts, and 0.02 parts, respectively;

[0082] S1, placing the reaction raw materials and the reaction solvent into a first container, stirring and placing them into an autoclave for pressurized heating, wherein the temperature in the autoclave is 110° C. and the pressure is 200 MPa;

[0083] S2, after the pressurized heating time in the autoclave reaches the first preset time, the heating is stopped, and the constant temperature is maintained for 10 minutes, and then cooled to room temperature, wherein the first preset time is 3 hours.

[0084] Comparative Example 3

[0085] Melamine was not used as the reaction solvent, and other steps were the same as those in Example 4.

[0086] Table 2 Effect of reaction solvent on esterification rate

[0087] Reaction solvent Esterification rate% Example 4 Melamine 99.6 Comparative Example 2 Solid Acid 90％ Comparative Example 3 / 85.1％

[0088] It can be seen from Table 2 that under the same conditions, when melamine solution is used as the reaction solvent, the esterification rate is significantly higher than that when no reaction solvent is used or other reaction solvents are used.

[0089] The invention uses glycerol and oleic acid as reaction raw materials and melamine as reaction solvent to generate oleic acid glyceride through esterification reaction, and obtains oleic acid glyceride; wherein the mass fractions of the glycerol, oleic acid and fat are 20-50 parts, 50-70 parts and 0.02-1.0 parts respectively; the synthesis method comprises: putting the reaction raw materials and the reaction solvent into a first container, stirring and then putting them into an autoclave for pressurized heating, wherein the temperature in the autoclave is 105-120°C, the pressure is 200MPa and the flow rate is 51pm; after the pressurized heating time in the autoclave is a first preset time, the temperature is terminated, and the temperature is kept constant for a second preset time, and then the oleic acid glyceride is cooled to room temperature, wherein the first preset time is 4 hours to 5 hours, so that the preparation esterification rate of oleic acid glyceride reaches more than 97%.

[0090] Furthermore, by adding CHN as a reaction solvent to generate an acid-base neutralization reaction, the oleic acid reaction can be completed and the reaction rate can be accelerated; the melting point is improved to protect the reactants and products, the problem of oleic acid and glycerol being insoluble before the reaction is improved, and the conversion rate of the reaction process is improved.

[0091] Furthermore, the process of the present invention can achieve a glycerol conversion rate of more than 95% during the reaction, and a selectivity of the target product oleic acid glyceride of more than 80%.

[0092] Obviously, the embodiments described above are only some embodiments of the present invention, rather than all embodiments. Based on the embodiments of the present invention, ordinary technicians in this field can make other different forms of changes or modifications without creative work, which should fall within the scope of protection of the present invention.

Claims

1. A method for synthesizing olein, characterized in that: include: Using glycerol and oleic acid as reaction raw materials and melamine as reaction solvent, an esterification reaction occurs to generate oleic acid glyceride, thereby obtaining oleic acid glyceride; Wherein, the mass fractions of glycerol, oleic acid and oil are 20-50 parts, 50-70 parts and 0.02-1.0 parts respectively; The synthesis method comprises: Put the reaction raw materials and the reaction solvent into a first container, stir and then put into an autoclave for pressurized heating, wherein the temperature in the autoclave is 105°C-120°C, the pressure is 200MPa, and the flow rate is 51pm; After the pressurized heating time in the autoclave reaches a first preset time, the heating is stopped, and the temperature is maintained at a constant temperature for a second preset time, and then cooled to room temperature, wherein the first preset time is 4 hours to 5 hours.

2. The synthetic method of olein as claimed in claim 1, characterized in that, The mass fractions of the glycerol and oleic acid are 30-40 parts and 60-70 parts respectively.

3. The synthetic method of olein as claimed in claim 1, characterized in that, The temperature in the autoclave was 110°C - 120°C.

4. The synthetic method of olein as claimed in claim 1, characterized in that, The first preset duration is 4.5 hours.

5. A method for synthesizing olein, characterized in that: include: Glycerol and oleic acid are used as reaction raw materials, melamine is used as reaction solvent, and esterification reaction occurs to generate oleic acid glyceride, thereby obtaining oleic acid glyceride.

6. The method for synthesizing olein as claimed in claim 5, characterized in that: The mass proportions of the glycerol, oleic acid and oil are 20-50 parts, 50-70 parts and 0.02-1.0 parts respectively.

7. The method for synthesizing olein as claimed in claim 5, characterized in that: The reaction temperature is 105°C-120°C, the pressure is 200MPa-500MPa, and the heating time is 4-5h.

8. The method for synthesizing olein as claimed in claim 7, wherein: The reaction temperature is 110°C-120°C.

9. The synthetic method of olein as claimed in claim 7, characterized in that, The heating time is 4.5h.

10. A kind of olein, characterized in that: The olein is synthesized by the synthesis method according to any one of claims 1 to 9.

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