Application of sorbitol diacetal composition and preparation method of polyolefin composition

Abstract

The invention discloses an application of a sorbitol diacetal composition and a preparation method of a polyolefin composition. The invention provides an application of a sorbitol diacetal composition in reducing the bubble content in polyolefin resin. The composition comprises a first compound, a second compound, a third compound and a fourth compound, the first compound, the second compound, the third compound and the fourth compound are different sorbitol compounds. The composition provided by the invention can effectively reduce the bubble content in the polyolefin composition.

Description

Technical Field

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

[0002] Polyolefin resins have become a type of polymer material with large output and wide application due to their abundant raw materials, low price, easy processing and molding, and excellent comprehensive performance.

[0003] CN111825882A discloses a composition, including a transparent nucleating agent, an inorganic pigment and an organic pigment, wherein the organic pigment is insoluble in water and an organic solvent, the decomposition temperature of the inorganic pigment is greater than 250°C, and the pigments are all solid powders. The prior art adopts a nucleating agent to improve the brightness and glossiness, and the obtained polyolefin product has 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 is composed of 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. The polypropylene composition has 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 a polyolefin composition. 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 in reducing the bubble content in a polyolefin resin, wherein the sorbitol diacetal composition comprises the following components:

[0007] (1) A first compound as shown in formula (I):

[0008]

[0009] Among them, R 1 and R 2 Each independently selected from a C1 to C6 alkyl group;

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

[0011]

[0012] Among them, R 3 ~R 6 Each independently selected from a C1 to C6 alkyl group;

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

[0014]

[0015] Among them, R 7 ~R 9 Each independently selected from a C1 to C6 alkyl group;

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

[0017]

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

[0019] According to the use of the present invention, preferably, R 1 and R 2 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl, and the R 1 Located at the para position of the benzene ring, the R 2 Located in the para position of the benzene ring;

[0020] R 3 ~R 6 Each of the following is independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl;

[0021] R 7 ~R 9 Each of the following is independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl;

[0022] R 10 ~R 12 Each is 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 as shown in formula (I):

[0032]

[0033] Among them, R 1 and R 2 Each independently selected from a C1 to C6 alkyl group;

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

[0035]

[0036] Among them, R 3 ~R 6 Each independently selected from a C1 to C6 alkyl group;

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

[0038]

[0039] Among them, R 7 ~R 9 Each independently selected from a C1 to C6 alkyl group;

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

[0041]

[0042] Among them, R 10 ~R 12 Each independently selected from a C1 to C6 alkyl group;

[0043] The raw material including the polyolefin resin and the sorbitol diacetal composition is granulated to obtain polyolefin resin particles, and the polyolefin resin particles are injection molded at 150-350° C. to obtain a polyolefin composition; or the raw material including the polyolefin resin and the sorbitol diacetal composition is extruded at 150-350° C. to obtain a 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, characterized in that the sorbitol diacetal composition comprises the following components:

[0045] (1) A first compound as shown in formula (I):

[0046]

[0047] Among them, R 1 and R 2 Each independently selected from a C1 to C6 alkyl group;

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

[0049]

[0050] Among them, R 3 ~R 6 Each independently selected from a C1 to C6 alkyl group;

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

[0052]

[0053] Among them, R 7 ~R 9 Each independently selected from a C1 to C6 alkyl group;

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

[0055]

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

[0057] According to the use of the present invention, preferably, R 1 and R 2 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl, and the R 1 Located at the para position of the benzene ring, the R 2 Located in the para position of the benzene ring;

[0058] R 3 ~R 6 Each of the following is independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl;

[0059] R 7 ~R 9 Each of the following is independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl;

[0060] R 10 ~R 12 Each is 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 resin, and the obtained polyolefin composition does not contain bubbles. The sorbitol diacetal composition of the present invention can reduce the haze and processing temperature of polyolefin resin. The sorbitol diacetal composition of the present invention is applied to polyolefin resin, and can reduce the haze of polyolefin resin in a wide processing temperature range (150-350° C.), especially at a lower processing temperature. DETAILED DESCRIPTION

[0062] The present invention is further described below in conjunction with specific embodiments, but the protection scope of the present invention is not limited thereto.

[0063] <Use of reducing bubbles>

[0064] The invention provides a kind of use of sorbitol diacetal composition in reducing the bubble content in polyolefin resin. The sorbitol diacetal composition comprises a first compound, a second compound, a third compound and a fourth compound. In some 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 by the polyolefin resin during processing and forming (such as injection molding, extrusion).

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

[0066]

[0067] Among them, R 1 and R 2 are independently selected from C1 to C6 alkyl groups. 1 and R 2 R are independently selected from C1 to C3 alkyl groups. 1 and R 2 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. 1 and R 2 can be the same or different. Preferably, R 1 and R 2 More preferably, R 1 and R 2 All are methyl.

[0068] R 1 It can be substituted at the meta or para position of the benzene ring. 1 Located in the para position of the benzene ring. 2 It can be substituted at the meta or para position of the benzene ring. 2 Located in 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] Among them, R 3 ~R 6 are independently selected from C1 to C6 alkyl groups; preferably, R 3 ~R 6 R are independently selected from C1 to C3 alkyl groups. 3 ~R 6The propyl group 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.

[0073] R 3 ~R 6 can be the same or different. Preferably, R 3 ~R 6 More preferably, R 3 ~R 6 All are methyl.

[0074] According to one embodiment of the present invention, the second compound is 1,3:2,4-di(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 80wt%. In some embodiments, the total content of the first compound and the second compound is less than or equal to 70wt%. In other embodiments, the total content of the first compound and the second compound is less than or equal to 60wt%. In still other embodiments, the total content of the first compound and the second compound is less than or equal to 50wt%. In still other embodiments, the total content of the first compound and the second compound is less than or equal to 40wt%.

[0078] By controlling the contents of the first compound and the second compound within the above range, 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); most preferably 1:(0.9-1.2).

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

[0081]

[0082] Among them, R 7 ~R 9 are independently selected from C1 to C6 alkyl groups. 7 ~R 9 R are independently selected from C1 to C3 alkyl groups. 7 ~R 9 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. 7 ~R 9 can be the same or different. Preferably, R 7 ~R 9 More preferably, R 7 ~R 9 All are methyl.

[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 shown in formula (IV):

[0085]

[0086] Among them, R 10 ~R 12 are independently selected from C1 to C6 alkyl groups. 10 ~R 12 R are independently selected from C1 to C3 alkyl groups. 10 ~R 12R 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 can 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 10wt%. In certain embodiments, the total content of the third compound and the fourth compound is greater than or equal to 30wt%. In other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 40wt%. In still other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 45wt%. In still other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 50wt%.

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

[0090] By controlling the contents of the third compound and the fourth compound within the above range, 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 invention can reduce bubbles generated in 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 and can better play the role of the composition.

[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 %; 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 the raw materials containing sorbitol diacetal composition and polyolefin resin to obtain the polyolefin composition. In some embodiments, the raw materials may also contain one or more of pigment and 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 process can be adopted. The polyolefin composition prepared by the method of the present invention does not contain bubbles, and a polyolefin composition with low haze can be obtained at low temperatures.

[0097] The pigment of the present invention can be selected from one or more of quinacridone, perylene, dioxazine pigments, isoindolinone, dione pyrrolopyrrole, 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] Injection molding 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 some 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; more preferably 180 to 200°C.

[0104] Extrusion

[0105] The raw material comprising polyolefin resin and sorbitol diacetal composition is extruded at 150-350°C to obtain the polyolefin composition. Preferably, the raw material comprising polyolefin resin and sorbitol diacetal composition is 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 in reducing the 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 consists of the first compound, the second compound, the third compound and the fourth compound. The composition of the present invention can achieve a good haze reduction effect at a wider processing temperature after being added to the polyolefin resin. In particular, the composition of the present invention can achieve a good haze reduction effect at a lower processing temperature after being added to the polyolefin resin. 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 processing temperature. For example, injection molding temperature, extrusion temperature, etc.

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

[0109]

[0110] Among them, R 1 and R 2 are independently selected from C1 to C6 alkyl groups. 1 and R 2 R are independently selected from C1 to C3 alkyl groups. 1 and R 2R 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. 1 and R 2 can be the same or different. Preferably, R 1 and R 2 More preferably, R 1 and R 2 All are methyl.

[0111] R 1 It can be substituted at the meta or para position of the benzene ring. 1 Located in the para position of the benzene ring. 2 It can be substituted at the meta or para position of the benzene ring. 2 Located in 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] Among them, R 3 ~R 6 are independently selected from C1 to C6 alkyl groups; preferably, R 3 ~R 6 R are independently selected from C1 to C3 alkyl groups. 3 ~R 6 The propyl group 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.

[0116] R 3 ~R 6 can be the same or different. Preferably, R3 ~R 6 More preferably, R 3 ~R 6 All are methyl.

[0117] According to one embodiment of the present invention, the second compound is 1,3:2,4-di(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 80wt%. In some embodiments, the total content of the first compound and the second compound is less than or equal to 70wt%. In other embodiments, the total content of the first compound and the second compound is less than or equal to 60wt%. In still other embodiments, the total content of the first compound and the second compound is less than or equal to 50wt%. In still other embodiments, the total content of the first compound and the second compound is less than or equal to 40wt%.

[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); most preferably 1:(0.9-1.2).

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

[0124]

[0125] Among them, R 7 ~R 9 are independently selected from C1 to C6 alkyl groups. 7 ~R 9 R are independently selected from C1 to C3 alkyl groups. 7 ~R 9R 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. 7 ~R 9 can be the same or different. Preferably, R 7 ~R 9 More preferably, R 7 ~R 9 All are methyl.

[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 shown in formula (IV):

[0128]

[0129] Among them, R 10 ~R 12 are independently selected from C1 to C6 alkyl groups. 10 ~R 12 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 can 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 10wt%. In certain embodiments, the total content of the third compound and the fourth compound is greater than or equal to 30wt%. In other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 40wt%. In still other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 45wt%. In still other embodiments, the total content of the third compound and the fourth compound is greater than or equal to 50wt%.

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

[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 haze of the polyolefin composition of the present invention is less than or equal to 11%, preferably less than or equal to 10%, more preferably less than or equal to 9.5%. In certain embodiments, the haze is 3% to 11%, preferably 4% to 10%, more preferably 8% to 9.5%. The haze is measured using a haze meter according to GB / T 2410-2008, and the sample is a thin sheet with a thickness of 1 mm.

[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 and can better play the role of the composition.

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

[0138] Here are the raw materials:

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

[0140] Here is the test method:

[0141] Bubbles: The obtained polyolefin composition was observed to see whether it contained bubbles. If bubbles were present, it was recorded as "+", and if not, it was recorded as "-".

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

[0143] Preparation Example 1

[0144] In a four-necked flask equipped with a stirrer, a water separator, a thermometer and a condenser, add 10g of sorbitol, 150mL of cyclohexane and 10mL of methanol. Under slow stirring, add 6.5mL of p-tolualdehyde and 7.4mL of 3,4-dimethylbenzaldehyde and catalyst sulfuric acid. Heat the reaction mass to reflux temperature in a constant temperature water bath, stir rapidly, and add methanol dropwise intermittently. After reacting for 6h, adjust the pH of the reaction system to 10 with 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] The components of the sorbitol diacetal composition were analyzed by HPLC-MS, which contained 25.5wt% 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol, 49.3wt% 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 25.2wt% 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 polypropylene resin were uniformly mixed to obtain a mixture. The mixture was added to an extruder, and the temperature of the extruder was set to 240°C. The mixture was melted in the extruder and flowed out from the extruder die, and was formed by cooling with cold water to obtain a polyolefin composition (a linear object with a diameter of about 3 to 5 mm). The obtained polyolefin composition was observed to see if it contained bubbles. The results are shown in Table 1.

[0148] Comparative Example 1

[0149] Except that the sorbitol diacetal composition obtained by the method of Preparation Example 1 was replaced by 1,3:2,4-di(3,4-dimethylbenzylidene)-D-sorbitol, the rest was the same as Example 1. The polyolefin composition was observed to see whether it contained bubbles. The results are shown in Table 1.

[0150] Comparative Example 2

[0151] Except that the sorbitol diacetal composition obtained by the method of Preparation Example 1 was replaced by 1,3:2,4-di(4-methylbenzylidene)-D-sorbitol, the rest was the same as Example 1. The polyolefin composition was observed to see whether it contained bubbles. 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: “—” indicates no bubbles, and “+” indicates bubbles.

[0155] It can be seen from Table 1 that the sorbitol diacetal composition of the present invention can significantly reduce the content of bubbles in the polyolefin composition, and the obtained polyolefin composition has no bubbles.

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

[0157] 100 parts by weight of polypropylene resin, 0.2 parts by weight of auxiliary agent (if any) and ultramarine blue (if any) are uniformly mixed in a stirrer to obtain a mixture. The mixture is melted and kneaded, and then granulated at 220° C. to obtain polyolefin resin particles. The polyolefin resin particles are injection molded in an injection molding machine to obtain a polyolefin composition (a sheet with 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 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. Without departing from the essential content of the present invention, any deformation, improvement and substitution that can be conceived by those skilled in the art 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 polyolefin resin, characterized in that: The sorbitol diacetal composition comprises the following components: (1) A first compound as shown in formula (I): Wherein, R1 and R2 are independently selected from C1 to C6 alkyl groups; (2) A second compound represented by formula (II): Wherein, R3 to R6 are independently selected from C1 to C6 alkyl groups; (3) A third compound represented by formula (III): Wherein, R7 to R9 are independently selected from C1 to C6 alkyl groups; (4) A fourth compound represented by formula (IV): Among them, R 10 ~R 12 Each is independently selected from C1 to C6 alkyl groups.

2. The use according to claim 1, characterized in that R1 and R2 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl, R1 is located at the para position of the benzene ring, and R2 is located at the para position of the benzene ring; R3 to R6 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl; R7 to R9 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl; R 10 ~R 12 Each is independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl.

3. The use according to claim 2, characterized in that: 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; the hexyl group is selected from n-hexyl, 2-methylpentyl, 3-methylpentyl, 2,3-dimethylbutyl and 2,2-dimethylbutyl.

4. The use according to claim 1, characterized in that In the sorbitol diacetal composition, the total content of the third compound and the fourth compound is greater than or equal to 10 wt %.

5. The use according to claim 1, characterized in that: 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 %.

6. The use according to claim 1, characterized in that: 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, 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.

7. The use according to any one of claims 1 to 6, characterized in that: Based on the mass of the polyolefin resin, the amount of the sorbitol diacetal composition is 0.1-0.5wt%; The polyolefin resin is selected from one or more of polyethylene, polypropylene and polybutene.

8. A method for preparing a polyolefin composition, characterized in that: The steps include: Provided is a sorbitol diacetal composition comprising the following components: (1) A first compound as shown in formula (I): Wherein, R1 and R2 are independently selected from C1 to C6 alkyl groups; (2) A second compound represented by formula (II): Wherein, R3 to R6 are independently selected from C1 to C6 alkyl groups; (3) A third compound represented by formula (III): Wherein, R7 to R9 are independently selected from C1 to C6 alkyl groups; (4) A fourth compound represented by formula (IV): Among them, R 10 ~R 12 Each independently selected from a C1 to C6 alkyl group; The raw material including the polyolefin resin and the sorbitol diacetal composition is granulated to obtain polyolefin resin particles, and the polyolefin resin particles are injection molded at 150-350° C. to obtain a polyolefin composition; or the raw material including the polyolefin resin and the sorbitol diacetal composition is extruded at 150-350° C. to obtain a polyolefin composition.

9. Use of a sorbitol diacetal composition in reducing the haze and / or processing temperature of a polyolefin resin, characterized in that: The sorbitol diacetal composition comprises the following components: (1) A first compound as shown in formula (I): Wherein, R1 and R2 are independently selected from C1 to C6 alkyl groups; (2) A second compound represented by formula (II): Wherein, R3 to R6 are independently selected from C1 to C6 alkyl groups; (3) A third compound represented by formula (III): Wherein, R7 to R9 are independently selected from C1 to C6 alkyl groups; (4) A fourth compound represented by formula (IV): Among them, R 10 ~R 12 Each is independently selected from C1 to C6 alkyl groups.

10. The use according to claim 9, characterized in that R1 and R2 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl, R1 is located at the para position of the benzene ring, and R2 is located at the para position of the benzene ring; R3 to R6 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl; R7 to R9 are independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl; R 10 ~R 12 Each is independently selected from methyl, ethyl, propyl, butyl, pentyl and hexyl.

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