Use of sorbitol diacetal composition and preparation method of polyolefin composition

Abstract

The present invention discloses a use of a sorbitol diacetal composition and a method for preparing a polyolefin composition. The present invention provides a use of a sorbitol diacetal composition for reducing the bubble content in a polyolefin resin. The composition comprises a first compound, a second compound, a third compound, and a fourth compound; the first, second, third, and fourth compounds are different sorbitol compounds. The composition of the present invention can effectively reduce the bubble content in the polyolefin composition.

Description

Technical Field

[0001] The present invention relates to the application of a sorbitol diacetal composition and a preparation method of a polyolefin composition. Background Art

[0002] Polyolefin resin has become a kind of polymer material with large output and wide application due to its abundant raw materials, low price, easy processing and molding, and excellent comprehensive performance.

[0003] CN111825882A discloses a composition comprising a transparent nucleating agent, an inorganic pigment, and an organic pigment. The organic pigment is insoluble in water and organic solvents, and the inorganic pigment decomposes at a temperature greater than 250°C. The pigments are all solid powders. This prior art utilizes a nucleating agent to enhance brightness and gloss, resulting in a polyolefin product with a high bubble content.

[0004] CN113121911A discloses a high-transmittance polypropylene composition comprising the following components: isotactic polypropylene, a modified nucleating agent, an antioxidant, and a light stabilizer. The modified nucleating agent comprises a hydroxyl-free sorbitol derivative and a sorbitol nucleating agent. The sorbitol nucleating agent is selected from one or more of 1,3:2,4-dibenzylidene sorbitol, 1,3:2,4-di(p-methylbenzylidene) sorbitol, and 1,3:2,4-di(3,4-dimethylbenzylidene) sorbitol. This polypropylene composition exhibits a high bubble content after extrusion molding. Summary of the Invention

[0005] In view of this, one object of the present invention is to provide a use of a sorbitol diacetal composition, which can reduce the bubble content in a polyolefin resin. Another object of the present invention is to provide a method for preparing the polyolefin composition. Yet another object of the present invention is to provide a use of a sorbitol diacetal composition, which can reduce the haze and processing temperature of a polyolefin resin.

[0006] In one aspect, the present invention provides a use of a sorbitol diacetal composition for reducing bubble content in a polyolefin resin, wherein the sorbitol diacetal composition comprises the following components:

[0007] (1) A first compound represented by formula (I):

[0008]

[0009] Wherein, R1 and R2 are independently selected from C1 to C6 alkyl groups;

[0010] (2) A second compound represented by formula (II):

[0011]

[0012] Wherein, R3 to R6 are independently selected from C1 to C6 alkyl groups;

[0013] (3) A third compound represented by formula (III):

[0014]

[0015] Wherein, R7 to R9 are independently selected from C1 to C6 alkyl groups;

[0016] (4) A fourth compound represented by formula (IV):

[0017]

[0018] Among them, R 10 ~R 12 Each is independently selected from a C1 to C6 alkyl group.

[0019] According to the use of the present invention, preferably, R1 and R2 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl, said R1 is located in the para position of the benzene ring, and said R2 is located in the para position of the benzene ring;

[0020] R3 to R6 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl;

[0021] R7 to R9 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl;

[0022] R 10 ~R 12 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl.

[0023] According to the use of the present invention, preferably, the propyl group is selected from n-propyl and isopropyl; the butyl group is selected from n-butyl, isobutyl, sec-butyl and tert-butyl; the pentyl group is selected from n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl and 2,2-dimethylpropyl; and the hexyl group is selected from n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl and 2,2-dimethylbutyl.

[0024] According to the use of the present invention, preferably, in the sorbitol diacetal composition, the total content of the third compound and the fourth compound is greater than or equal to 10 wt %.

[0025] According to the use of the present invention, preferably, in the sorbitol diacetal composition, the total content of the first compound and the second compound is greater than or equal to 10 wt % and less than or equal to 90 wt %.

[0026] According to the use of the present invention, preferably, the first compound is 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol, the second compound is 1,3:2,4-di(3,4-dimethylbenzylidene)-D-sorbitol, and the third compound and the fourth compound are 1,3-p-methylbenzylidene-2,4-(3,4-dimethylbenzylidene)-D-sorbitol and 1,3-(3,4-dimethylbenzylidene)-2,4-p-methylbenzylidene-D-sorbitol, respectively.

[0027] According to the use of the present invention, preferably, the amount of the sorbitol diacetal composition is 0.1 to 0.5 wt% based on the mass of the polyolefin resin;

[0028] The polyolefin resin is selected from one or more of polyethylene, polypropylene and polybutene.

[0029] In another aspect, the present invention provides a method for preparing a polyolefin composition, comprising the steps of:

[0030] Provided is a sorbitol diacetal composition comprising the following components:

[0031] (1) A first compound represented by formula (I):

[0032]

[0033] Wherein, R1 and R2 are independently selected from C1 to C6 alkyl groups;

[0034] (2) A second compound represented by formula (II):

[0035]

[0036] Wherein, R3 to R6 are independently selected from C1 to C6 alkyl groups;

[0037] (3) A third compound represented by formula (III):

[0038]

[0039] Wherein, R7 to R9 are independently selected from C1 to C6 alkyl groups;

[0040] (4) A fourth compound represented by formula (IV):

[0041]

[0042] Among them, R 10 ~R 12 are independently selected from C1 to C6 alkyl groups;

[0043] The raw materials including the polyolefin resin and the sorbitol diacetal composition are granulated to obtain polyolefin resin particles, and the polyolefin resin particles are injection molded at 150-350° C. to obtain the polyolefin composition; or the raw materials including the polyolefin resin and the sorbitol diacetal composition are extruded at 150-350° C. to obtain the polyolefin composition.

[0044] In another aspect, the present invention provides a use of a sorbitol diacetal composition in reducing the haze and / or processing temperature of a polyolefin resin, wherein the sorbitol diacetal composition comprises the following components:

[0045] (1) A first compound represented by formula (I):

[0046]

[0047] Wherein, R1 and R2 are independently selected from C1 to C6 alkyl groups;

[0048] (2) A second compound represented by formula (II):

[0049]

[0050] Wherein, R3 to R6 are independently selected from C1 to C6 alkyl groups;

[0051] (3) A third compound represented by formula (III):

[0052]

[0053] Wherein, R7 to R9 are independently selected from C1 to C6 alkyl groups;

[0054] (4) A fourth compound represented by formula (IV):

[0055]

[0056] Among them, R 10 ~R 12 Each is independently selected from a C1 to C6 alkyl group.

[0057] According to the use of the present invention, preferably, R1 and R2 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl, said R1 is located in the para position of the benzene ring, and said R2 is located in the para position of the benzene ring;

[0058] R3 to R6 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl;

[0059] R7 to R9 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl;

[0060] R 10 ~R 12 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl.

[0061] The sorbitol diacetal composition of the present invention can reduce the generation of bubbles during the processing and molding of polyolefin resins, and the resulting polyolefin composition does not contain bubbles. The sorbitol diacetal composition of the present invention can reduce the haze and processing temperature of polyolefin resins. When applied to polyolefin resins, the sorbitol diacetal composition of the present invention can reduce the haze of polyolefin resins within a wide processing temperature range (150 to 350° C.), particularly at lower processing temperatures. DETAILED DESCRIPTION

[0062] The present invention will be further described below with reference to specific embodiments, but the protection scope of the present invention is not limited thereto.

[0063] <Applications for reducing bubbles>

[0064] The present invention provides a use of a sorbitol diacetal composition in reducing the bubble content in a polyolefin resin. The sorbitol diacetal composition comprises a first compound, a second compound, a third compound, and a fourth compound. In certain embodiments, the sorbitol diacetal composition is composed of the first compound, the second compound, the third compound, and the fourth compound. These bubbles can be generated during the processing and molding (e.g., injection molding, extrusion) of the polyolefin resin.

[0065] The first compound of the present invention is represented by formula (I):

[0066]

[0067] Wherein, R1 and R2 are each independently selected from a C1-C6 alkyl group. Preferably, R1 and R2 are each independently selected from a C1-C3 alkyl group. R1 and R2 can each independently be selected from a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Examples of propyl groups include, but are not limited to, n-propyl and isopropyl groups. Examples of butyl groups include, but are not limited to, n-butyl, isobutyl, sec-butyl, and tert-butyl groups. Examples of pentyl groups include, but are not limited to, n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl, and 2,2-dimethylpropyl groups. Examples of hexyl groups include, but are not limited to, n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl, and 2,2-dimethylbutyl groups. R1 and R2 may be the same or different. Preferably, R1 and R2 are the same. More preferably, R1 and R2 are both methyl groups.

[0068] R1 can be substituted at the meta or para position of the benzene ring. Preferably, R1 is located at the para position of the benzene ring. R2 can be substituted at the meta or para position of the benzene ring. Preferably, R2 is located at the para position of the benzene ring.

[0069] According to one embodiment of the present invention, the first compound is 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol.

[0070] The second compound of the present invention is shown in formula (II):

[0071]

[0072] Wherein, R3-R6 are each independently selected from a C1-C6 alkyl group; preferably, R3-R6 are each independently selected from a C1-C3 alkyl group. R3-R6 can each be independently selected from a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Examples of propyl groups include, but are not limited to, n-propyl and isopropyl groups. Examples of butyl groups include, but are not limited to, n-butyl, isobutyl, sec-butyl, and tert-butyl groups. Examples of pentyl groups include, but are not limited to, n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl, and 2,2-dimethylpropyl groups. Examples of hexyl groups include, but are not limited to, n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl, and 2,2-dimethylbutyl groups.

[0073] R3 to R6 may be the same or different. Preferably, R3 to R6 are the same. More preferably, R3 to R6 are all methyl.

[0074] According to one embodiment of the present invention, the second compound is 1,3:2,4-bis(3,4-dimethylbenzylidene)-D-sorbitol.

[0075] In the composition of the present invention, the total content of the first compound and the second compound is greater than or equal to 10 wt % and less than or equal to 90 wt %.

[0076] In some embodiments, the total content of the first compound and the second compound is greater than or equal to 30 wt %. In other embodiments, the total content of the first compound and the second compound is greater than or equal to 50 wt %. In still other embodiments, the total content of the first compound and the second compound is greater than or equal to 60 wt %.

[0077] In some embodiments, the total content of the first compound and the second compound is less than or equal to 80 wt %. In some embodiments, the total content of the first compound and the second compound is less than or equal to 70 wt %. In other embodiments, the total content of the first compound and the second compound is less than or equal to 60 wt %. In still other embodiments, the total content of the first compound and the second compound is less than or equal to 50 wt %. In yet other embodiments, the total content of the first compound and the second compound is less than or equal to 40 wt %.

[0078] By controlling the contents of the first compound and the second compound within the above ranges, the bubble content in the molded polyolefin resin composition can be effectively reduced.

[0079] The mass ratio of the first compound to the second compound may be 1:(0.3-8); preferably 1:(0.5-6); more preferably 1:(0.8-5); and most preferably 1:(0.9-1.2).

[0080] The third compound of the present invention is shown in formula (III):

[0081]

[0082] Wherein, R7-R9 are each independently selected from a C1-C6 alkyl group. Preferably, R7-R9 are each independently selected from a C1-C3 alkyl group. R7-R9 can each independently be selected from a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Examples of propyl groups include, but are not limited to, n-propyl and isopropyl groups. Examples of butyl groups include, but are not limited to, n-butyl, isobutyl, sec-butyl, and tert-butyl groups. Examples of pentyl groups include, but are not limited to, n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl, and 2,2-dimethylpropyl groups. Examples of hexyl groups include, but are not limited to, n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl, and 2,2-dimethylbutyl groups. R7-R9 may be the same or different. Preferably, R7-R9 are the same. More preferably, R7-R9 are all methyl groups.

[0083] According to one embodiment of the present invention, the third compound is 1,3-p-methylbenzylidene-2,4-(3,4-dimethylbenzylidene)-D-sorbitol.

[0084] The fourth compound of the present invention is represented by formula (IV):

[0085]

[0086] Among them, R 10 ~R 12 are independently selected from C1 to C6 alkyl groups. 10 ~R12 R are independently selected from C1 to C3 alkyl groups. 10 ~R 12 R may be independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl. Examples of propyl include, but are not limited to, n-propyl and isopropyl. Examples of butyl include, but are not limited to, n-butyl, isobutyl, sec-butyl and tert-butyl. Examples of pentyl include, but are not limited to, n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl and 2,2-dimethylpropyl. Examples of hexyl include, but are not limited to, n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl and 2,2-dimethylbutyl. 10 ~R 12 They may be the same or different. Preferably, R 10 ~R 12 More preferably, R 10 ~R 12 All are methyl.

[0087] According to one embodiment of the present invention, the fourth compound is 1,3-(3,4-dimethylbenzylidene)-2,4-p-methylbenzylidene-D-sorbitol.

[0088] In the composition of the present invention, the total content of the third compound and the fourth compound is greater than or equal to 10 wt %. In certain embodiments, the total content of the third compound and the fourth compound is greater than or equal to 30 wt %. In other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 40 wt %. In still other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 45 wt %. In yet other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 50 wt %.

[0089] In some embodiments, the total content of the third compound and the fourth compound is less than or equal to 90 wt %. In some embodiments, the total content of the third compound and the fourth compound is less than or equal to 80 wt %. In other embodiments, the total content of the third compound and the fourth compound is less than or equal to 70 wt %. In still other embodiments, the total content of the third compound and the fourth compound is less than or equal to 60 wt %. In yet other embodiments, the total content of the third compound and the fourth compound is less than or equal to 50 wt %.

[0090] By controlling the contents of the third compound and the fourth compound within the above ranges, the bubble content in the molded polyolefin resin composition can be effectively reduced.

[0091] The mass ratio of the third compound to the fourth compound is 1:(0.5-2); preferably 1:(0.8-1.5); more preferably 1:(0.9-1.2).

[0092] The composition of the present invention can reduce bubbles generated during the processing of polyolefin resin, and the obtained polyolefin resin composition does not contain bubbles.

[0093] The polyolefin resin of the present invention can be selected from one or more of polyethylene, polypropylene, and polybutene. Preferably, the polyolefin resin is a polypropylene resin. The polypropylene resin can be isotactic polypropylene, atactic polypropylene, or syndiotactic polypropylene. Polypropylene has better compatibility with the composition of the present invention, enabling the composition to better perform its function.

[0094] Based on the mass of the polyolefin resin, the amount of the composition can be 0.1 to 0.5 wt %, preferably 0.15 to 0.4 wt %, and more preferably 0.2 to 0.35 wt %.

[0095] <Method for Preparing Polyolefin Composition>

[0096] The preparation method of the polyolefin composition of the present invention comprises the steps of: molding a raw material containing a sorbitol diacetal composition and a polyolefin resin to obtain a polyolefin composition. In certain embodiments, the raw material may also contain one or more of a pigment and an antioxidant. The composition and dosage of the sorbitol diacetal composition are as described above and will not be repeated here. Injection molding or extrusion molding processes can be adopted. The polyolefin composition prepared by the method of the present invention does not contain bubbles and can obtain a polyolefin composition with low haze at low temperatures.

[0097] The pigment of the present invention can be selected from one or more of quinacridone, perylene, dioxazine pigments, isoindolinone, diketopyrrolopyrrole, phthalocyanine blue, and ultramarine blue.

[0098] Based on the polyolefin resin, the amount of the pigment used can be 0.005 to 0.2 wt %; preferably 0.008 to 0.1 wt %; more preferably 0.01 to 0.05 wt %.

[0099] Injection molding

[0100] The injection molding process includes the steps of granulation and injection molding. Specifically, the raw materials including the polyolefin resin and the sorbitol diacetal composition are granulated to obtain polyolefin resin particles; and the polyolefin resin particles are injection molded to obtain the polyolefin composition.

[0101] The raw materials including the polyolefin resin and the sorbitol diacetal composition can be mixed to obtain a mixture. The mixture is melted and kneaded, and then granulated. In certain embodiments, before the sorbitol diacetal composition is mixed with the polyolefin resin, the components in the composition need to be mixed uniformly.

[0102] The granulation temperature may be 150 to 350° C. In certain embodiments, the granulation temperature is preferably 200 to 300° C.

[0103] The injection molding temperature may be 150 to 350°C, preferably 170 to 300°C, and more preferably 180 to 200°C.

[0104] Extrusion

[0105] The raw materials comprising polyolefin resin and sorbitol diacetal composition are extruded at 150-350° C. to obtain the polyolefin composition. Preferably, the raw materials comprising polyolefin resin and sorbitol diacetal composition are extruded at 200-300° C.

[0106] <Applications for reducing haze and / or processing temperature>

[0107] The present invention provides a use of a sorbitol diacetal composition for reducing haze and / or processing temperature in a polyolefin resin. The composition comprises a first compound, a second compound, a third compound, and a fourth compound. In certain embodiments, the composition comprises the first compound, the second compound, the third compound, and the fourth compound. When added to a polyolefin resin, the composition of the present invention can achieve a good haze reduction effect over a wide range of processing temperatures. In particular, when added to a polyolefin resin, the composition of the present invention can achieve a good haze reduction effect at relatively low processing temperatures. The processing temperature can be 150 to 350°C, preferably 170 to 300°C. In certain embodiments, the processing temperature is 180 to 200°C. The processing temperature can be a molding temperature, such as an injection molding temperature or an extrusion temperature.

[0108] The first compound of the present invention is represented by formula (I):

[0109]

[0110] Wherein, R1 and R2 are each independently selected from a C1-C6 alkyl group. Preferably, R1 and R2 are each independently selected from a C1-C3 alkyl group. R1 and R2 can each independently be selected from a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Examples of propyl groups include, but are not limited to, n-propyl and isopropyl groups. Examples of butyl groups include, but are not limited to, n-butyl, isobutyl, sec-butyl, and tert-butyl groups. Examples of pentyl groups include, but are not limited to, n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl, and 2,2-dimethylpropyl groups. Examples of hexyl groups include, but are not limited to, n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl, and 2,2-dimethylbutyl groups. R1 and R2 may be the same or different. Preferably, R1 and R2 are the same. More preferably, R1 and R2 are both methyl groups.

[0111] R1 can be substituted at the meta or para position of the benzene ring. Preferably, R1 is located at the para position of the benzene ring. R2 can be substituted at the meta or para position of the benzene ring. Preferably, R2 is located at the para position of the benzene ring.

[0112] According to one embodiment of the present invention, the first compound is 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol.

[0113] The second compound of the present invention is shown in formula (II):

[0114]

[0115] Wherein, R3-R6 are each independently selected from a C1-C6 alkyl group; preferably, R3-R6 are each independently selected from a C1-C3 alkyl group. R3-R6 can each be independently selected from a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Examples of propyl groups include, but are not limited to, n-propyl and isopropyl groups. Examples of butyl groups include, but are not limited to, n-butyl, isobutyl, sec-butyl, and tert-butyl groups. Examples of pentyl groups include, but are not limited to, n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl, and 2,2-dimethylpropyl groups. Examples of hexyl groups include, but are not limited to, n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl, and 2,2-dimethylbutyl groups.

[0116] R3 to R6 may be the same or different. Preferably, R3 to R6 are the same. More preferably, R3 to R6 are all methyl.

[0117] According to one embodiment of the present invention, the second compound is 1,3:2,4-bis(3,4-dimethylbenzylidene)-D-sorbitol.

[0118] In the composition of the present invention, the total content of the first compound and the second compound is greater than or equal to 10 wt % and less than or equal to 90 wt %.

[0119] In some embodiments, the total content of the first compound and the second compound is greater than or equal to 30 wt %. In other embodiments, the total content of the first compound and the second compound is greater than or equal to 50 wt %. In still other embodiments, the total content of the first compound and the second compound is greater than or equal to 60 wt %.

[0120] In some embodiments, the total content of the first compound and the second compound is less than or equal to 80 wt %. In some embodiments, the total content of the first compound and the second compound is less than or equal to 70 wt %. In other embodiments, the total content of the first compound and the second compound is less than or equal to 60 wt %. In still other embodiments, the total content of the first compound and the second compound is less than or equal to 50 wt %. In yet other embodiments, the total content of the first compound and the second compound is less than or equal to 40 wt %.

[0121] By controlling the contents of the first compound and the second compound within the above ranges, the haze and processing temperature of the polyolefin resin can be effectively reduced.

[0122] The mass ratio of the first compound to the second compound may be 1:(0.3-8); preferably 1:(0.5-6); more preferably 1:(0.8-5); and most preferably 1:(0.9-1.2).

[0123] The third compound of the present invention is shown in formula (III):

[0124]

[0125] Wherein, R7-R9 are each independently selected from a C1-C6 alkyl group. Preferably, R7-R9 are each independently selected from a C1-C3 alkyl group. R7-R9 can each independently be selected from a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Examples of propyl groups include, but are not limited to, n-propyl and isopropyl groups. Examples of butyl groups include, but are not limited to, n-butyl, isobutyl, sec-butyl, and tert-butyl groups. Examples of pentyl groups include, but are not limited to, n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl, and 2,2-dimethylpropyl groups. Examples of hexyl groups include, but are not limited to, n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl, and 2,2-dimethylbutyl groups. R7-R9 may be the same or different. Preferably, R7-R9 are the same. More preferably, R7-R9 are all methyl groups.

[0126] According to one embodiment of the present invention, the third compound is 1,3-p-methylbenzylidene-2,4-(3,4-dimethylbenzylidene)-D-sorbitol.

[0127] The fourth compound of the present invention is represented by formula (IV):

[0128]

[0129] Among them, R 10 ~R 12 are independently selected from C1 to C6 alkyl groups. 10 ~R 12R are independently selected from C1 to C3 alkyl groups. 10 ~R 12 R may be independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl. Examples of propyl include, but are not limited to, n-propyl and isopropyl. Examples of butyl include, but are not limited to, n-butyl, isobutyl, sec-butyl and tert-butyl. Examples of pentyl include, but are not limited to, n-pentyl, 2-methylbutyl, 3-methylbutyl, 1-ethylpropyl, 2-ethylpropyl, 2,3-dimethylpropyl and 2,2-dimethylpropyl. Examples of hexyl include, but are not limited to, n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl and 2,2-dimethylbutyl. 10 ~R 12 They may be the same or different. Preferably, R 10 ~R 12 More preferably, R 10 ~R 12 All are methyl.

[0130] According to one embodiment of the present invention, the fourth compound is 1,3-(3,4-dimethylbenzylidene)-2,4-p-methylbenzylidene-D-sorbitol.

[0131] In the composition of the present invention, the total content of the third compound and the fourth compound is greater than or equal to 10 wt %. In certain embodiments, the total content of the third compound and the fourth compound is greater than or equal to 30 wt %. In other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 40 wt %. In still other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 45 wt %. In yet other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 50 wt %.

[0132] In some embodiments, the total content of the third compound and the fourth compound is less than or equal to 90 wt %. In some embodiments, the total content of the third compound and the fourth compound is less than or equal to 80 wt %. In other embodiments, the total content of the third compound and the fourth compound is less than or equal to 70 wt %. In still other embodiments, the total content of the third compound and the fourth compound is less than or equal to 60 wt %. In yet other embodiments, the total content of the third compound and the fourth compound is less than or equal to 50 wt %.

[0133] By controlling the contents of the third compound and the fourth compound within the above ranges, the haze and processing temperature of the polyolefin resin can be effectively reduced.

[0134] The mass ratio of the third compound to the fourth compound is 1:(0.5-2); preferably 1:(0.8-1.5); more preferably 1:(0.9-1.2).

[0135] The polyolefin composition of the present invention has a haze of 11% or less, preferably 10% or less, and more preferably 9.5% or less. In certain embodiments, the haze is 3% to 11%, preferably 4% to 10%, and more preferably 8% to 9.5%. The haze is measured using a haze meter in accordance with GB / T 2410-2008 on a 1 mm thick sheet.

[0136] The polyolefin resin of the present invention can be selected from one or more of polyethylene, polypropylene, and polybutene. Preferably, the polyolefin resin is a polypropylene resin. The polypropylene resin can be isotactic polypropylene, atactic polypropylene, or syndiotactic polypropylene. Polypropylene has better compatibility with the composition of the present invention, enabling the composition to better perform its function.

[0137] Based on the mass of the polyolefin resin, the amount of the sorbitol diacetal composition can be 0.1-0.5 wt %; preferably 0.15-0.4 wt %; more preferably 0.2-0.35 wt %; most preferably 0.2-0.3 wt %.

[0138] Here are the raw materials:

[0139] Polypropylene resin: MT20 powder produced by Sinopec Zhongyuan Petrochemical Co., Ltd., with a melt index of 18-22g / 10min and an ethylene content of less than 5%.

[0140] The following describes the test method:

[0141] Bubbles: Observation method was used to observe whether the prepared polyolefin composition contained bubbles. If bubbles were present, it was marked as "+", and if not, it was marked as "-".

[0142] Haze: The haze was tested using a haze meter according to the method specified in GB / T 2410-2008. The sample was a thin sheet with a thickness of 1 mm.

[0143] Preparation Example 1

[0144] To a four-necked flask equipped with a stirrer, water separator, thermometer, and condenser, add 10g of sorbitol, 150mL of cyclohexane, and 10mL of methanol. While slowly stirring, add 6.5mL of p-tolualdehyde, 7.4mL of 3,4-dimethylbenzaldehyde, and sulfuric acid as a catalyst. Heat the reaction mixture to reflux in a constant-temperature water bath, stirring rapidly, and intermittently add methanol dropwise. After 6 hours of reaction, adjust the pH of the reaction system to 10 with a NaOH / methanol solution. Add 150mL of deionized water for distillation, filter, wash with water until neutral, and dry to obtain a sorbitol diacetal composition.

[0145] HPLC-MS analysis of the components of the sorbitol diacetal composition revealed that it contained 25.5 wt% 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol, 49.3 wt% of a mixture of 1,3-(3,4-dimethylbenzylidene)-2,4-p-methylbenzylidene-D-sorbitol and 1,3-p-methylbenzylidene-2,4-(3,4-dimethylbenzylidene)-D-sorbitol, and 25.2 wt% 1,3:2,4-di(3,4-dimethylbenzylidene)-D-sorbitol.

[0146] Example 1

[0147] 0.2 parts by weight of the sorbitol diacetal composition obtained by the method of Preparation Example 1, 0.01 parts by weight of ultramarine blue, and 100 parts by weight of a polypropylene resin were uniformly mixed to obtain a mixture. The mixture was added to an extruder, and the extruder temperature was set to 240° C. The mixture was melted in the extruder, flowed out of the extruder die, and was cooled with cold water to obtain a polyolefin composition (a linear object with a diameter of approximately 3 to 5 mm). The polyolefin composition was observed for the presence of bubbles. The results are shown in Table 1.

[0148] Comparative Example 1

[0149] The same procedures as in Example 1 were followed except that the sorbitol diacetal composition obtained by the method of Preparation Example 1 was replaced with 1,3:2,4-bis(3,4-dimethylbenzylidene)-D-sorbitol. The polyolefin composition was observed for bubbles, and the results are shown in Table 1.

[0150] Comparative Example 2

[0151] The same procedures as in Example 1 were followed except that the sorbitol diacetal composition obtained by the method of Preparation Example 1 was replaced with 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol. The polyolefin composition was observed for bubbles, and the results are shown in Table 1.

[0152] Table 1

[0153] Serial number Whether it contains bubbles Example 1 — Comparative Example 1 + Comparative Example 2 +

[0154] Note: “—” means no bubbles, “+” means bubbles.

[0155] As can be seen from Table 1, the sorbitol diacetal composition of the present invention can significantly reduce the content of bubbles in the polyolefin composition, and the obtained polyolefin composition does not contain bubbles.

[0156] Examples 2 to 3 and Comparative Examples 3 to 8

[0157] 100 parts by weight of a polypropylene resin, 0.2 parts by weight of an auxiliary agent (if any), and ultramarine blue (if any) were uniformly mixed in a blender to obtain a mixture. The mixture was melted and kneaded, and then granulated at 220° C. to obtain polyolefin resin pellets. The polyolefin resin pellets were injection molded in an injection molding machine to obtain a polyolefin composition (sheet having a thickness of 1 mm).

[0158] The selection of the auxiliary agent and the temperature of the injection molding machine are shown in Table 2. The haze of the obtained polyolefin composition is also shown in Table 2.

[0159] Table 2

[0160]

[0161]

[0162] Note: “—” means the ingredient is not added.

[0163] As shown in Table 2, the composition of the present invention can effectively reduce the haze of polypropylene resin, especially the haze of polyolefin composition obtained under low temperature injection molding conditions, and the haze can be reduced by more than 75%.

[0164] The present invention is not limited to the above-mentioned embodiments. Any modification, improvement, or substitution that can be conceived by those skilled in the art without departing from the essential content of the present invention shall fall within the scope of the present invention.

Claims

1. A use of a sorbitol diacetal composition in reducing the bubble content in a polypropylene resin, characterized in that: The sorbitol diacetal composition includes: 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol, 1,3:2,4-di(3,4-dimethylbenzylidene)-D-sorbitol, 1,3-p-methylbenzylidene-2,4-(3,4-dimethylbenzylidene)-D-sorbitol and 1,3-(3,4-dimethylbenzylidene)-2,4-p-methylbenzylidene-D-sorbitol; In the sorbitol diacetal composition, the total content of 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol and 1,3:2,4-di(3,4-dimethylbenzylidene)-D-sorbitol is greater than or equal to 50wt% and less than or equal to 60wt%, and the mass ratio of 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol and 1,3:2,4-di(3,4-dimethylbenzylidene)-D-sorbitol is 1:(0.9-1.2); the total content of 1,3-p-methylbenzylidene-2,4-(3,4-dimethylbenzylidene)-D-sorbitol and 1,3-(3,4-dimethylbenzylidene)-2,4-p-methylbenzylidene-D-sorbitol is greater than or equal to 40wt% and less than or equal to 50wt%; The steps include: Extruding raw materials including polypropylene resin, the sorbitol diacetal composition and ultramarine blue at 150-350° C. to obtain a polypropylene resin composition; Based on the mass of the polypropylene resin, the amount of the sorbitol diacetal composition is 0.2 to 0.35 wt%; Based on the mass of the polypropylene resin, the amount of ultramarine blue is 0.01 to 0.05 wt%; The polypropylene resin is MT20 powder produced by Sinopec Zhongyuan Petrochemical Co., Ltd., with a melt index of 18-22 g / 10 min and an ethylene content of less than 5%.

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