CN113024750A - Preparation method of phosphorus-modified polymerized rosin phenolic resin under alkaline catalysis - Google Patents
Preparation method of phosphorus-modified polymerized rosin phenolic resin under alkaline catalysis Download PDFInfo
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Abstract
The invention provides a preparation method of alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, which comprises the following steps of S01: adding 100-150 parts by weight of formaldehyde into a reaction kettle, and adding 5-15 parts by weight of pentaerythritol during stirring; s02: adding 0.5-2 parts by weight of sorbitol into a reaction kettle, cooling to 160-180 ℃, adding 1-5 parts by weight of nonylphenol and 2-4 parts by weight of p-tert-butylphenol, stirring for 1-2 hours, continuously cooling to 130-140 ℃, adding 2-8 parts by weight of p-tert-butylphenol, and preserving heat for 1-2 hours at the temperature; s03: adding 30-50 parts by weight of rosin and 4-10 parts by weight of hexamethylenetetramine into the step S02, and stirring for 2-2.5 h at 90-100 ℃; s04: adding 1-2 parts by weight of vegetable oil into the step S03, heating to 150-180 ℃, and stirring for reaction for 2-2.5 hours; s05: adding 0.5-3 parts by weight of alkaline catalyst into the step S04, stirring for 2-4h, and distilling once under a vacuum condition to obtain primary phenolic modified resin; s06: and (4) carrying out secondary distillation on the primary phenolic modified resin prepared in the step S05 at the temperature of 200-240 ℃ to prepare the finished modified resin.
Description
Technical Field
The invention relates to the technical field of resin processing, in particular to a preparation method of phosphorus modified polymerized rosin phenolic resin under alkaline catalysis.
Background
Rosin modified phenolic resin is the best resin applied to offset printing oil at present, and is a high molecular product generated by chemical reaction of alkylphenol (phenols used for offset printing ink at present comprise phenol, bisphenol A, PTBP p-tert-butyl phenol, POP p-tert-octyl phenol, PNP nonyl phenol and PDDP dodecyl phenol), formaldehyde, polyalcohol and rosin.
The properties of printing inks, such as viscosity, gloss, drying, fastness, rub resistance, water resistance, and other resistance properties, are mostly determined by the resin. In recent years, with the increase in speed of offset printing, various high-speed printability is generally required for resins for printing inks, and particularly, generation of ink mists is a problem to be studied, and it has been demanded to use inks having high viscosity and low viscosity in order to suppress generation of ink mists at the time of printing. The rosin-modified phenol resin is also required to be a resin having a high molecular weight, a high viscosity, and a high solubility. Currently, a two-step method or a one-step method is mostly adopted to obtain the rosin modified phenolic resin with high molecular weight, high viscosity, high solubility and lower cost by adopting nonyl phenol and dodecyl phenol. However, the two-step method and the one-step method have respective advantages and disadvantages, the traditional two-step method needs a large amount of alkaline catalysts to adjust the pH value in the reaction because liquid formaldehyde is used in the reaction, a large amount of acid is needed to neutralize after the reaction is finished, a large amount of wastewater can be generated, benzene solvents can be frequently added, the proportion of the production process is dangerous, a large amount of wastewater containing phenol and aldehyde is generated, and the water treatment load is large. Although the new two-step method adopts a no-clean process, solid formaldehyde is used in the reaction, a certain amount of water is added in the production to improve the reaction effect, and the problem of waste water of the new two-step method is not solved. The traditional one-step resin process has simple proportion, phenol and aldehyde react in molten rosin, but various side reactions are generated due to high viscosity and uneven dissolution of a molten rosin system. And the one-step reaction is phenolic aldehyde condensation, the formaldehyde is generally excessive, the excessive formaldehyde and the rosin generate side reaction, and the defects of poor product quality control, low resin molecular weight, poor solubility, wide molecular weight distribution and the like exist. Therefore, a need exists for a method of producing rosin-modified phenolic resins that are highly soluble, highly structured, light colored, low in waste generation, and low in cost.
Disclosure of Invention
The invention provides a preparation method of phosphorus modified polymerized rosin phenolic resin under alkaline catalysis, which aims to solve the problems mentioned in the technical problems.
In order to achieve the purpose, the technical scheme of the invention is a method for preparing alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, which comprises the following steps:
s01: adding 100-150 parts by weight of formaldehyde into a reaction kettle, and adding 5-15 parts by weight of pentaerythritol during stirring;
s02: adding 0.5-2 parts by weight of sorbitol into a reaction kettle, cooling to 160-180 ℃, adding 1-5 parts by weight of nonylphenol and 2-4 parts by weight of p-tert-butylphenol, stirring for 1-2 hours, then continuously cooling to 130-140 ℃, adding 2-8 parts by weight of p-tert-butylphenol, and preserving heat for 1-2 hours at the temperature;
s03: adding 30-50 parts by weight of rosin and 4-10 parts by weight of hexamethylenetetramine into the step S02, and stirring for 2-2.5 h at 90-100 ℃;
s04: adding 1-2 parts by weight of vegetable oil into the step S03, heating to 150-180 ℃, and stirring for reaction for 2-2.5 hours;
s05: adding 0.5-3 parts by weight of alkaline catalyst into the step S04, stirring for 2-4h, and distilling once under a vacuum condition to obtain primary phenolic modified resin;
s06: and (4) carrying out secondary distillation on the primary phenolic modified resin prepared in the step S05 at the temperature of 200-240 ℃ to prepare the finished modified resin.
Further, the alkaline catalyst is at least one of alumina, magnesium oxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide and calcium hydroxide.
Furthermore, the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.5-1.8: 2-2.4.
Further, the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil.
Further, when the temperature in the step S01 is raised to 150-180 ℃, the stirring time is 0.5-1h, and the temperature raising speed is 3-5 ℃/min.
Further, the temperature of the primary distillation of the step S05 is 100-110 ℃.
Further, the time of the secondary distillation in the step S06 is 2-3 h.
The invention improves the traditional one-step phenolic resin process method, optimizes and innovates the formula, can prepare the rosin modified phenolic resin product with high solubility, high structure, low waste production, light color and low cost, has simpler and easier controlled process compared with the two-step method for producing resin, has less waste discharge and safer production, does not use restrictive material nonyl phenol, and has lower production cost.
Detailed Description
Example 1, a method of making an alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, the method comprising the steps of:
s01: putting 150 parts by weight of formaldehyde into a reaction kettle, adding 5 parts by weight of pentaerythritol in the stirring process, wherein the stirring temperature is 150 ℃, the stirring time is 0.5h, and the heating speed is 3 ℃/min.
S02: adding 0.5-2 parts by weight of sorbitol into a reaction kettle, cooling to 160 ℃, adding 1 part by weight of nonylphenol and 2 parts by weight of p-tert-butylphenol, stirring for 1 hour, then continuously cooling to 130 ℃, adding 2 parts by weight of p-tert-butylphenol, and preserving heat for 1 hour at the temperature.
S03: and (3) adding 30 parts by weight of rosin and 4 parts by weight of hexamethylenetetramine into the mixture obtained in the step (S02), and stirring the mixture at 90 ℃ for 2 hours, wherein the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.5: 2.
S04: and (4) adding 1 part by weight of vegetable oil into the step (S03), wherein the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil, heating to 150 ℃, and stirring for reacting for 2 hours.
S05: and (3) adding 0.5 part by weight of an alkaline catalyst into the step S04, wherein the alkaline catalyst is a mixture of aluminum oxide and magnesium oxide, the ratio of the aluminum oxide to the magnesium oxide is 1: 2, stirring for 2 hours while adding, and distilling for one time under a vacuum condition to prepare the primary phenolic modified resin, wherein the temperature of the primary distillation is 100 ℃.
S06: the primary phenolic modified resin obtained in step S05 was subjected to secondary distillation at 200 ℃ for 2h to obtain example 1.
Embodiment 2, a method for preparing an alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, the method comprising the steps of:
s01: putting 150 parts by weight of formaldehyde into a reaction kettle, adding 15 parts by weight of pentaerythritol in the stirring process, wherein the stirring temperature is 180 ℃, the stirring time is 1h, and the heating speed is 5 ℃/min.
S02: adding 2 parts by weight of sorbitol into a reaction kettle, cooling to 180 ℃, adding 5 parts by weight of nonylphenol and 4 parts by weight of p-tert-butylphenol, stirring for 2 hours, then continuously cooling to 140 ℃, adding 8 parts by weight of p-tert-butylphenol, and preserving heat for 2 hours at the temperature.
S03: and (3) adding 50 parts by weight of rosin and 10 parts by weight of hexamethylenetetramine into the mixture obtained in the step (S02), and stirring the mixture at 100 ℃ for 2.5 hours, wherein the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.8: 2.4.
S04: and (4) adding 1-2 parts by weight of vegetable oil into the step S03, wherein the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil, heating to 180 ℃, and stirring for reacting for 2.5 hours.
S05: adding 3 parts by weight of alkaline catalyst into the step S04, wherein the alkaline catalyst is alumina and sodium hydroxide, the ratio of the alumina to the sodium hydroxide is 1: 1.5, stirring for 4 hours, and carrying out primary distillation under a vacuum condition to obtain the primary phenolic modified resin, wherein the primary distillation temperature is 110 ℃.
S06: the primary phenolic modified resin obtained in step S05 was subjected to secondary distillation at 240 ℃ for 3h to obtain example 2.
Embodiment 3, a method for preparing an alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, the method comprising the steps of:
s01: putting 150 parts by weight of formaldehyde into a reaction kettle, adding 15 parts by weight of pentaerythritol in the stirring process, wherein the stirring temperature is 150 ℃, the stirring time is 1h, and the heating speed is 5 ℃/min.
S02: adding 2 parts by weight of sorbitol into a reaction kettle, cooling to 170 ℃, adding 5 parts by weight of nonylphenol and 4 parts by weight of p-tert-butylphenol, stirring for 2 hours, then continuously cooling to 140 ℃, adding 4 parts by weight of p-tert-butylphenol, and preserving heat for 2 hours at the temperature.
S03: and (3) adding 50 parts by weight of rosin and 10 parts by weight of hexamethylenetetramine into the mixture obtained in the step (S02), and stirring the mixture at 100 ℃ for 2.5 hours, wherein the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.6: 2.4.
S04: and (4) adding 1-2 parts by weight of vegetable oil into the step S03, wherein the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil, heating to 180 ℃, and stirring for reacting for 2.5 hours.
S05: adding 3 parts by weight of alkaline catalyst into the step S04, wherein the alkaline catalyst is alumina and sodium hydroxide, the ratio of the alumina to the sodium hydroxide is 1: 1.5, stirring for 4 hours, and carrying out primary distillation under a vacuum condition to obtain the primary phenolic modified resin, wherein the primary distillation temperature is 100 ℃.
S06: the primary phenolic modified resin obtained in step S05 was subjected to secondary distillation at 240 ℃ for 3h to obtain example 3.
Embodiment 4, a method for preparing an alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, the method comprising the steps of:
s01: putting 150 parts by weight of formaldehyde into a reaction kettle, adding 15 parts by weight of pentaerythritol in the stirring process, wherein the stirring temperature is 150 ℃, the stirring time is 1h, and the heating speed is 5 ℃/min.
S02: adding 2 parts by weight of sorbitol into a reaction kettle, cooling to 180 ℃, adding 5 parts by weight of nonylphenol and 4 parts by weight of p-tert-butylphenol, stirring for 2 hours, then continuously cooling to 140 ℃, adding 8 parts by weight of p-tert-butylphenol, and preserving heat for 2 hours at the temperature.
S03: and (3) adding 40 parts by weight of rosin and 10 parts by weight of hexamethylenetetramine into the mixture obtained in the step S02, and stirring the mixture at 100 ℃ for 2.5 hours, wherein the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 2: 2.4.
S04: and (4) adding 1-2 parts by weight of vegetable oil into the step S03, wherein the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil, heating to 170 ℃, and stirring for reacting for 2 hours.
S05: adding 2 parts by weight of alkaline catalyst into the step S04, wherein the alkaline catalyst is alumina and sodium hydroxide, the ratio of the alumina to the magnesium hydroxide is 1: 1.5, stirring for 4 hours, and carrying out primary distillation under a vacuum condition to obtain the primary phenolic modified resin, wherein the primary distillation temperature is 110 ℃.
S06: the primary phenolic modified resin obtained in step S05 was subjected to secondary distillation at 240 ℃ for 3h to obtain example 4.
Example 5, a method of making an alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, the method comprising the steps of:
s01: putting 150 parts by weight of formaldehyde into a reaction kettle, adding 15 parts by weight of pentaerythritol in the stirring process, wherein the stirring temperature is 180 ℃, the stirring time is 1h, and the heating speed is 5 ℃/min.
S02: adding 2 parts by weight of sorbitol into a reaction kettle, cooling to 180 ℃, adding 5 parts by weight of nonylphenol and 4 parts by weight of p-tert-butylphenol, stirring for 2 hours, then continuously cooling to 140 ℃, adding 8 parts by weight of p-tert-butylphenol, and preserving heat for 2 hours at the temperature.
S03: and (3) adding 40 parts by weight of rosin and 8 parts by weight of hexamethylenetetramine into the mixture obtained in the step S02, and stirring the mixture at 100 ℃ for 2.5 hours, wherein the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.5: 2.4.
S04: and (4) adding 1-2 parts by weight of vegetable oil into the step S03, wherein the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil, heating to 180 ℃, and stirring for reacting for 2.5 hours.
S05: adding 3 parts by weight of alkaline catalyst into the step S04, wherein the alkaline catalyst is alumina and sodium hydroxide, the ratio of the alumina to the sodium hydroxide is 1: 1.2, stirring for 4 hours, and carrying out primary distillation under a vacuum condition to obtain the primary phenolic modified resin, wherein the primary distillation temperature is 100 ℃.
S06: the preliminary phenol modified resin obtained in step S05 was subjected to secondary distillation at 240 ℃ for 3 hours to obtain example 5.
Example 6, a method of making an alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, the method comprising the steps of:
s01: putting 150 parts by weight of formaldehyde into a reaction kettle, adding 15 parts by weight of pentaerythritol in the stirring process, wherein the stirring temperature is 180 ℃, the stirring time is 1h, and the heating speed is 5 ℃/min.
S02: adding 2 parts by weight of sorbitol into a reaction kettle, cooling to 180 ℃, adding 5 parts by weight of nonylphenol and 4 parts by weight of p-tert-butylphenol, stirring for 2 hours, then continuously cooling to 140 ℃, adding 8 parts by weight of p-tert-butylphenol, and preserving heat for 2 hours at the temperature.
S03: and (3) adding 50 parts by weight of rosin, 9 parts by weight of hexamethylenetetramine into the mixture obtained in the step S02, and stirring the mixture at 100 ℃ for 2.5 hours, wherein the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.6: 2.4.
S04: and (4) adding 1-2 parts by weight of vegetable oil into the step S03, wherein the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil, heating to 180 ℃, and stirring for reacting for 2.5 hours.
S05: adding 3 parts by weight of alkaline catalyst into the step S04, wherein the alkaline catalyst is alumina and sodium hydroxide, the ratio of the alumina to the sodium hydroxide is 1: 1.3, stirring for 4 hours, and carrying out primary distillation under a vacuum condition to obtain the primary phenolic modified resin, wherein the primary distillation temperature is 110 ℃.
S06: the preliminary phenol modified resin obtained in step S05 was subjected to secondary distillation at 240 ℃ for 3 hours to obtain example 6.
Example 7, a method of making an alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, the method comprising the steps of:
s01: putting 150 parts by weight of formaldehyde into a reaction kettle, adding 10 parts by weight of pentaerythritol in the stirring process, wherein the stirring temperature is 180 ℃, the stirring time is 1h, and the heating speed is 3 ℃/min.
S02: adding 2 parts by weight of sorbitol into a reaction kettle, cooling to 180 ℃, adding 5 parts by weight of nonylphenol and 4 parts by weight of p-tert-butylphenol, stirring for 2 hours, then continuously cooling to 140 ℃, adding 8 parts by weight of p-tert-butylphenol, and preserving heat for 2 hours at the temperature.
S03: and (3) adding 50 parts by weight of rosin and 10 parts by weight of hexamethylenetetramine into the mixture obtained in the step (S02), and stirring the mixture at 100 ℃ for 2.5 hours, wherein the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.8: 2.4.
S04: and (5) adding 1-2 parts by weight of vegetable oil into the step S03, wherein the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil, heating to 170 ℃, and stirring for reacting for 2.5 hours.
S05: adding 3 parts by weight of alkaline catalyst into the step S04, wherein the alkaline catalyst is alumina and sodium hydroxide, the ratio of the alumina to the sodium hydroxide is 1: 1.5, stirring for 4 hours, and carrying out primary distillation under a vacuum condition to obtain the primary phenolic modified resin, wherein the primary distillation temperature is 110 ℃.
S06: the preliminary phenol modified resin obtained in step S05 was subjected to secondary distillation at 230 ℃ for 3 hours to obtain example 7.
Embodiment 8, a method for making an alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin, the method comprising the steps of:
s01: putting 150 parts by weight of formaldehyde into a reaction kettle, adding 15 parts by weight of pentaerythritol in the stirring process, wherein the stirring temperature is 180 ℃, the stirring time is 1h, and the heating speed is 5 ℃/min.
S02: adding 1.6 parts by weight of sorbitol into a reaction kettle, cooling to 180 ℃, adding 5 parts by weight of nonylphenol and 4 parts by weight of p-tert-butylphenol, stirring for 2 hours, then continuously cooling to 140 ℃, adding 7 parts by weight of p-tert-butylphenol, and preserving heat for 2 hours at the temperature.
S03: and (3) adding 50 parts by weight of rosin and 10 parts by weight of hexamethylenetetramine into the mixture obtained in the step (S02), and stirring the mixture at 100 ℃ for 2.5 hours, wherein the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.8: 2.0.
S04: and (4) adding 1-2 parts by weight of vegetable oil into the step S03, wherein the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil, heating to 180 ℃, and stirring for reacting for 2.5 hours.
S05: adding 3 parts by weight of alkaline catalyst into the step S04, wherein the alkaline catalyst is alumina and sodium hydroxide, the ratio of the alumina to the calcium hydroxide is 1: 1.0, stirring for 4 hours, and carrying out primary distillation under a vacuum condition to obtain the primary phenolic modified resin, wherein the primary distillation temperature is 110 ℃.
S06: the preliminary phenol modified resin obtained in step S05 was subjected to secondary distillation at 240 ℃ for 3 hours to obtain example 8.
Compared with the prior resin, the resin obtained in the embodiments 1 to 8 has the advantages that the traditional one-step phenolic resin process method is improved, the formula is optimized and innovated, a rosin modified phenolic resin product with high solubility, high structure, low waste production, light color and low cost can be prepared, the production method is simpler and easier to control than the two-step resin production process, the waste discharge is less, the production is safer, a restrictive material nonyl phenol is not used, and the production cost is lower.
Although the present invention has been described with reference to a preferred embodiment, it should be understood that various changes, substitutions and alterations can be made herein without departing from the spirit and scope of the invention as defined by the appended claims.
Claims (7)
1. A preparation method of phosphorus modified polymerized rosin phenolic resin catalyzed by alkali is characterized by comprising the following steps: the method comprises the following steps:
s01: adding 100-150 parts by weight of formaldehyde into a reaction kettle, and adding 5-15 parts by weight of pentaerythritol during stirring;
s02: adding 0.5-2 parts by weight of sorbitol into a reaction kettle, cooling to 160-180 ℃, adding 1-5 parts by weight of nonylphenol and 2-4 parts by weight of p-tert-butylphenol, stirring for 1-2 hours, then continuously cooling to 130-140 ℃, adding 2-8 parts by weight of p-tert-butylphenol, and preserving heat for 1-2 hours at the temperature;
s03: adding 30-50 parts by weight of rosin and 4-10 parts by weight of hexamethylenetetramine into the step S02, and stirring for 2-2.5 h at 90-100 ℃;
s04: adding 1-2 parts by weight of vegetable oil into the step S03, heating to 150-180 ℃, and stirring for reaction for 2-2.5 hours;
s05: adding 0.5-3 parts by weight of alkaline catalyst into the step S04, stirring for 2-4h, and distilling once under a vacuum condition to obtain primary phenolic modified resin;
s06: and (4) carrying out secondary distillation on the primary phenolic modified resin prepared in the step S05 at the temperature of 200-240 ℃ to prepare the finished modified resin.
2. The method for preparing the alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin according to claim 1, wherein the method comprises the following steps: the alkaline catalyst is at least one of aluminum oxide, magnesium oxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide and calcium hydroxide.
3. The method for preparing the alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin according to claim 1, wherein the method comprises the following steps: the rosin is a mixture of gum rosin, tall oil rosin and polymerized rosin, and the mixing ratio is 1: 1.5-1.8: 2-2.4.
4. The method for preparing the alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin according to claim 1, wherein the method comprises the following steps: the vegetable oil comprises one of tung oil, soybean oil, rapeseed oil and sesame oil.
5. The method for preparing the alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin according to claim 1, wherein the method comprises the following steps: when the temperature in the step S01 is raised to 180 ℃ of 150-.
6. The method for preparing the alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin according to claim 1, wherein the method comprises the following steps: the temperature of the primary distillation of the step S05 is 100-110 ℃.
7. The method for preparing the alkaline-catalyzed phosphorus-modified polymerized rosin phenolic resin according to claim 1, wherein the method comprises the following steps: the time of the secondary distillation in the step S06 is 2-3 h.
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Application publication date: 20210625 |