Diacetal composition, polyolefin-based resin composition, molded polyolefin-based resin, and method for producing molded polyolefin-based resin
The diacetal composition, comprising a diacetal compound, an organic acid monoglyceride, and a sulfate and/or sulfonate, addresses the challenges of odor, transferability, and low-temperature processability in acetal compounds, enhancing transparency and suppressing adhesion to metal in polyolefin resins.
Patent Information
- Application Number
- PCT/JP2024/040405
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-11-20
- Filing Date
- 2024-11-14
- Publication Date
- 2025-05-30
AI Technical Summary
Acetal compounds used as crystal nucleating agents for polyolefin resins face issues such as odor, transferability, and reduced fluidity, and they do not adequately improve processability at low temperatures or suppress adhesion to metal.
A diacetal composition containing a diacetal compound, an organic acid monoglyceride, and a sulfate and/or sulfonate, specifically formulated to be within certain content ranges, which acts as a crystal nucleating agent to improve transparency and processability of polyolefin resins at low temperatures while suppressing adhesion to metal.
The diacetal composition effectively suppresses adhesion to metals and significantly improves the transparency and processability of polyolefin resins at low temperatures, making it suitable as a crystal nucleating agent.
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Abstract
Description
Diacetal composition, polyolefin resin composition, polyolefin resin molded article, and method for producing polyolefin resin molded article
[0001] The present invention relates to a diacetal composition, a polyolefin resin composition, a polyolefin resin molded article, and a method for producing a polyolefin resin molded article.
[0002] Diacetal compounds are known to be useful as crystal nucleating agents used to improve the transparency of polyolefin resins such as polyethylene and polypropylene.
[0003] However, diacetal compounds have problems such as odor, transportability (particularly transportability when discharged from a stock tank and transportability through a pipe), and reduced fluidity, and research has been conducted to solve these problems by adding a third component, etc.
[0004] For example, Patent Document 1 discloses that a clarifying agent composition obtained by adding a dispersing aid such as tert-butylphenyl salicylate to a diacetal compound can suppress odor and has excellent transparency.
[0005] International Publication No. 2019 / 045014
[0006] In recent years, from the viewpoint of energy saving, a crystal nucleating agent is required to have a property that enables low-temperature molding processing of polyolefin resins (hereinafter also referred to as low-temperature processability).
[0007] The clarifying agent composition disclosed in Patent Document 1 does not sufficiently improve the processability of polyolefin resins at low temperatures, and there is room for further improvement.
[0008] Furthermore, the nucleating agent is required to have the property of suppressing adhesion, bridging, etc. in pipes, supply hoppers, feeders, etc. during production and transportation (hereinafter also referred to as adhesion to metals).
[0009] The clarifying agent composition disclosed in Patent Document 1 has not been sufficiently studied with respect to its adhesion to metals, and there is room for further improvement.
[0010] Therefore, an object of the present invention is to provide a diacetal composition that can suppress adhesion to metals and is also excellent in improving the processability and transparency of polyolefin resins at low temperatures.
[0011] As a result of extensive research, the present inventors have found that all of the above-mentioned problems can be solved by containing (A) a diacetal compound, (B) an organic acid monoglyceride, and (C) a sulfate salt and / or a sulfonate salt in specific ranges, respectively, and have thus completed the present invention.
[0012] That is, the present invention provides a diacetal composition comprising (A) a diacetal compound, (B) an organic acid monoglyceride, and (C) a sulfate ester salt and / or sulfonate, wherein, when the total content of the (A) diacetal compound, (B) organic acid monoglyceride, and (C) sulfate ester salt and / or sulfonate is taken as 100 parts by mass, the content of the (A) diacetal compound is 67 to 80 parts by mass, the content of the (B) organic acid monoglyceride is 17 to 30 parts by mass, and the content of the (C) sulfate ester salt and / or sulfonate is 0.5 to 3 parts by mass.
[0013] In the diacetal composition of the present invention, the (A) diacetal compound is preferably 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-D-sorbitol. In the diacetal composition of the present invention, the (B) organic acid monoglyceride is preferably glycerin monostearate. In the diacetal composition of the present invention, the (C) sulfate ester salt and / or sulfonate is preferably sodium lauryl sulfate. In the diacetal composition of the present invention, the content of the (A) diacetal compound is preferably 70 to 75 parts by mass. In the diacetal composition of the present invention, the content of the (B) organic acid monoglyceride is preferably 20 to 25 parts by mass. In the diacetal composition of the present invention, the content of the (C) sulfate ester salt and / or sulfonate is preferably 1 to 2 parts by mass. In the diacetal composition of the present invention, the content of the (C) sulfate ester salt and / or sulfonate is preferably 1 to 2 parts by mass. In addition, the diacetal composition of the present invention is preferably a crystal nucleating agent for polyolefin resins. The present invention also relates to a polyolefin-based resin composition containing a polyolefin-based resin and the diacetal composition. In the polyolefin-based resin composition of the present invention, it is preferable that the content of the (A) diacetal compound in the polyolefin-based resin composition is 1500 to 3500 ppm, the content of the (B) organic acid monoglyceride in the polyolefin-based resin composition is 500 to 1200 ppm, and the content of the (C) sulfate ester salt and / or sulfonate in the polyolefin-based resin composition is 12 to 120 ppm. The present invention also relates to a polyolefin-based resin molded article made from the polyolefin-based resin composition. The present invention also relates to a method for producing a polyolefin-based resin molded article, comprising molding the polyolefin-based resin composition at a resin temperature of 210°C or less to produce a polyolefin-based resin molded article.
[0014] The present invention provides a diacetal composition that can suppress adhesion to metals and is also excellent in improving the processability and transparency of polyolefin resins at low temperatures.
[0015] <Diacetal Composition> The diacetal composition of the present invention contains (A) a diacetal compound, (B) an organic acid monoglyceride, and (C) a sulfate ester salt and / or sulfonate, and when the total content of the (A) diacetal compound, (B) organic acid monoglyceride, and (C) sulfate ester salt and / or sulfonate is taken as 100 parts by mass, the content of the (A) diacetal compound is 67 to 80 parts by mass, the content of the (B) organic acid monoglyceride is 17 to 30 parts by mass, and the content of the (C) sulfate ester salt and / or sulfonate is 0.5 to 3 parts by mass.
[0016] The diacetal composition of the present invention contains (A) a diacetal compound, (B) an organic acid monoglyceride, and (C) a sulfate salt and / or a sulfonate salt in specific ranges, respectively, thereby suppressing adhesion to metals and providing excellent effects of improving the low-temperature processability and transparency of polyolefin resins. Each component of the diacetal composition of the present invention will be described in detail below.
[0017] [(A) Diacetal Compound] The diacetal composition of the present invention contains (A) a diacetal compound (hereinafter also referred to as component (A)).
[0018] The component (A) is preferably a diacetal compound represented by the following general formula (1).
[0019] [In general formula (1), R 1 and R 2 are the same or different and each represents a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, a linear or branched alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. 3 represents a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched hydroxyalkyl group having 1 to 4 carbon atoms. m and n each represent an integer of 1 to 5. p represents 0 or 1. Two R 1 may be bonded to each other to form a tetralin ring together with the benzene ring to which they are attached.2 The groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are attached.
[0020] Among the components (A), preferred compounds include, for example, compounds represented by R 1 and R 2 are the same or different and are a methyl group or an ethyl group, and R 3 is a hydrogen atom, m and n are integers of 1 or 2, and p is 1, and the like; 1 and R 2 is a propyl group or a propyloxy group, and R 3 is a propyl group or a propenyl group, m and n are 1, and p is 1.
[0021] Among the components (A), more preferred compounds are those represented by the general formula (1) R 1 and R 2 is a propyl group or a propyloxy group, and R 3 is a propyl group or a propenyl group, m and n are 1, and p is 1.
[0022] Specific examples of component (A) include the following compounds: 1,3:2,4-di-O-benzylidene-D-sorbitol, 1,3:2,4-bis-O-(methylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(o-methylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(m-methylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-methylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(ethylbenzylidene)-D-sorbitol, and 1,3:2,4-bis-O-(o-ethylbenzylidene)-D-sorbitol. 1,3:2,4-bis-O-(m-ethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-ethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(o-isopropylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(m-isopropylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-isopropylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(o-n-propylbenzylidene)-D-sorbitol, 1,3:2, 4-bis-O-(m-n-propylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-n-propylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(o-n-butylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(m-n-butylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-n-butylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(o-t-butylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O- (m-t-butylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-t-butylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(dimethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(2',3'-dimethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(2',4'-dimethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(2',5'-dimethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(2',6'-dimethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(3',5'-dimethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(2',3'-diethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(2',4'-diethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(2',5'-diethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-( 2',6'-diethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(3',4'-diethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(3',5'-diethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(o-fluorobenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(m-fluorobenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-fluorobenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(o-chlorobenzylidene) 1,3:2,4-bis-O-(m-chlorobenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-chlorobenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(o-bromobenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(m-bromobenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-bromobenzylidene)-D-sorbitol, 1,3-O-benzylidene-2,4-O-(p-methylbenzylidene)-D-sorbitol, 1,3:2,4-bis -O-(3',4'-dichlorobenzylidene)-D-sorbitol, 1,3:2,4-bis-O-benzylidene-1-methylsorbitol, 1,3:2,4-bis-O-(p-methylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(p-ethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(p-n-propylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(2',3'-dimethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(2',1,3:2,4-bis-O-(2',5'-dimethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(2',6'-dimethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(3',5'-dimethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(2',3'-diethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(2',4'-diethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(2',5'-diethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(2',6'-diethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(3',4'-diethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(3',5'-diethylbenzylidene)-1-methylsorbitol, 1,3:2,4-bis-O-(3',4'-dichlorobenzyl 1,3:2,4-bis-O-benzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(p-methylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(p-ethylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(p-n-propylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(2',3'-dimethylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(2',4'-dimethylbenzylidene)-1- Ethyl sorbitol, 1,3:2,4-bis-O-(2',5'-dimethylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(2',6'-dimethylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(3',5'-dimethylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(2',3'-diethylbenzylidene)-1-ethyl sorbitol, 1,3:2,4-bis-O-(2',4'-diethylbenzylidene)-1-ethylsorbitol, 1,3:2,4-bis-O-(2',5'-diethylbenzylidene)-1-ethylsorbitol, 1,3:2,4-bis-O-(2',6'-diethylbenzylidene)-1-ethylsorbitol, 1,3:2,4-bis-O-(3',4'-diethylbenzylidene)-1-ethylsorbitol, 1,3:2,4-bis-O-(3',5'-diethylbenzylidene)-1-ethylsorbitol, 1,3:2,4-bis-O-(3',4'-dichlorobenzylidene)-1-ethylsorbitol, 1 ,3: 2,4-bis-O-benzylidene-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(p-methylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(p-ethylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(p-n-propylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(2',3'-dimethylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(2',4'-dimethylbenzylidene)-1-n-propyl Pyrosorbitol, 1,3: 2,4-bis-O-(2',5'-dimethylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(2',6'-dimethylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(3',4'-dimethylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(3',5'-dimethylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(2',3'-diethylbenzylidene)-1-n-propyl sorbitol, 1,3: 2,4-bis-O-(2',4'-diethylbenzylidene)-1-n-propyl sorbitol, 1,3:2,4-bis-O-(2',5'-diethylbenzylidene)-1-n-propyl sorbitol, 1,3:2,4-bis-O-(2',6'-diethylbenzylidene)-1-n-propyl sorbitol, 1,3:2,4-bis-O-(3',4'-diethylbenzylidene)-1-n-propyl sorbitol, 1,3:2,4-bis-O-(3',5'-diethylbenzylidene)-1-n-propyl sorbitol, 1,3:2,4-bis-O-(3',4'-dichlorobenzylidene)-1-n-propyl sorbitol, etc.
[0023] Preferred examples of component (A) include 1,3:2,4-bis-O-(p-methylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-ethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-D-sorbitol, 1,3:2,4-bis-O-(p-n-propylbenzylidene)-1-propylsorbitol, and 1,3:2,4-di-O-benzylidene-D-sorbitol.
[0024] The component (A) may be used alone, or two or more types of the component (A) may be used in combination, or may be used as a pre-mixture.
[0025] From the viewpoint of improving transparency and odor, the component (A) is particularly preferably 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-D-sorbitol.
[0026] When the total content of the component (A), the organic acid monoglyceride (B), and the sulfate and / or sulfonate (C) is taken as 100 parts by mass, the content of the component (A) is 67 to 80 parts by mass. From the viewpoints of transparency and powder flowability, the content of the component (A) is preferably 70 to 75 parts by mass.
[0027] [(B) Organic Acid Monoglyceride] The diacetal composition of the present invention contains (B) an organic acid monoglyceride (hereinafter also referred to as component (B)).
[0028] Component (B) is preferably a monoester compound of glycerin with a saturated or unsaturated aliphatic monocarboxylic acid having 10 to 28 carbon atoms and / or a saturated or unsaturated aliphatic monocarboxylic acid having 10 to 28 carbon atoms and having 1 or 2 hydroxyl groups in the molecule.
[0029] Furthermore, component (B) is more preferably a monoester compound of glycerin with a saturated or unsaturated aliphatic monocarboxylic acid having 12 to 22 carbon atoms and / or a saturated or unsaturated aliphatic monocarboxylic acid having 12 to 22 carbon atoms and having 1 or 2 hydroxyl groups in the molecule.
[0030] The saturated or unsaturated aliphatic monocarboxylic acid having 10 to 28 carbon atoms preferably has 12 to 22 carbon atoms, and more preferably has 16 to 18 carbon atoms.
[0031] The saturated or unsaturated aliphatic monocarboxylic acid having 12 to 22 carbon atoms and 1 or 2 hydroxyl groups in the molecule preferably has one hydroxyl group in the molecule, preferably has 12 to 22 carbon atoms, and more preferably has 16 to 18 carbon atoms.
[0032] Specific examples include monoglycerides of saturated fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, nonadecanoic acid, arachidic acid, behenic acid, and lignoceric acid; monoglycerides of unsaturated fatty acids such as palmitoleic acid, oleic acid, elaidic acid, gadoleic acid, erucic acid, nervonic acid, linoleic acid, eicosadienoic acid, docosadienoic acid, linolenic acid, stearidonic acid, arachidonic acid, eicosapentaenoic acid, docosahexaenoic acid, and undecylenic acid; and glycerides of branched or substituted fatty acids such as isostearic acid, ricinoleic acid, 12-hydroxystearic acid, 9-hydroxystearic acid, 10-hydroxystearic acid, and hydrogenated castor oil fatty acid (a fatty acid containing small amounts of stearic acid and palmitic acid in addition to 12-hydroxystearic acid).
[0033] The component (B) may be used alone, or two or more types of the component (B) may be used in combination, or may be used in a form in which they are mixed in advance.
[0034] From the viewpoint of improving transparency, the component (B) is particularly preferably glycerin monostearate, which is a monoester compound of glycerin and stearic acid.
[0035] When the total content of the component (A), the component (B), and the (C) sulfate ester salt and / or sulfonate salt is taken as 100 parts by mass, the content of the component (B) is 17 to 30 parts by mass. From the viewpoints of improving transparency and suppressing bleeding, the content of the component (B) is preferably 20 to 25 parts by mass.
[0036] [(C) Sulfate and / or Sulfonate] The diacetal composition of the present invention contains (C) a sulfate and / or sulfonate (hereinafter also referred to as component (C)).
[0037] The component (C) is preferably one or more compounds selected from the group consisting of alkyl sulfates having 8 to 24 carbon atoms, polyoxyethylene alkyl (8 to 22 carbon atoms) ether sulfates having an average of 1 to 5 moles of oxyethylene groups (EO) added, and linear alkylbenzene sulfonates having 6 to 20 carbon atoms.
[0038] The salt is preferably a sodium salt, a potassium salt, a lithium salt, an ammonium salt or a triethanolamine salt.
[0039] Examples of alkyl sulfates having 8 to 24 carbon atoms include sodium n-octyl sulfate, sodium 2-ethylhexyl sulfate, sodium n-decyl sulfate, sodium lauryl sulfate, sodium myristyl sulfate, sodium palmityl sulfate, sodium stearyl sulfate, sodium arachidyl sulfate, sodium behenyl sulfate, sodium isostearyl sulfate, sodium alkyl sulfates having 12 to 14 carbon atoms, sodium coconut oil alkyl sulfate, sodium palm oil alkyl sulfate, sodium palm kernel oil alkyl sulfate, sodium soybean oil alkyl sulfate, potassium n-octyl sulfate, potassium 2-ethylhexyl sulfate, potassium n-decyl sulfate, potassium lauryl sulfate, potassium myristyl sulfate, potassium palmityl sulfate, potassium stearyl sulfate, potassium arachidyl sulfate, ... Examples of the alkyl sulphate include potassium hexyl sulphate, potassium isostearyl sulphate, potassium alkyl sulphate having 12 to 14 carbon atoms, potassium coconut oil alkyl sulphate, potassium palm oil alkyl sulphate, potassium palm kernel oil alkyl sulphate, potassium soybean oil alkyl sulphate, ammonium n-octyl sulphate, ammonium 2-ethylhexyl sulphate, ammonium n-decyl sulphate, ammonium lauryl sulphate, ammonium myristyl sulphate, ammonium palmityl sulphate, ammonium stearyl sulphate, ammonium arachidyl sulphate, ammonium behenyl sulphate, ammonium isostearyl sulphate, ammonium alkyl sulphate having 12 to 14 carbon atoms, ammonium coconut oil alkyl sulphate, ammonium palm oil alkyl sulphate, ammonium palm kernel oil alkyl sulphate and ammonium soybean oil alkyl sulphate.
[0040] Examples of polyoxyethylene alkyl (carbon number: 8 to 22) ether sulfate salts having an average number of moles of oxyethylene groups (EO) added of 1 to 5 include sodium polyoxyethylene (average number of moles of oxyethylene groups (EO) added of 1 to 5)-n-octyl ether sulfate, sodium polyoxyethylene (average number of moles of EO added of 1 to 5)-2-ethylhexyl ether sulfate, sodium polyoxyethylene (average number of moles of EO added of 1 to 5)-n-decyl ether sulfate, sodium polyoxyethylene (average number of moles of EO added of 1 to 5) lauryl ether sulfate, and sodium polyoxyethylene (average number of moles of EO added of 1 to 5)-n-octyl ether sulfate. Oxyethylene (average number of moles of EO added: 1-5) sodium myristyl ether sulfate, polyoxyethylene (average number of moles of EO added: 1-5) sodium palmityl ether sulfate, polyoxyethylene (average number of moles of EO added: 1-5) sodium stearyl ether sulfate, polyoxyethylene (average number of moles of EO added: 1-5) sodium arachidyl ether sulfate, polyoxyethylene (average number of moles of EO added: 1-5) sodium behenyl ether sulfate, polyoxyethylene (average number of moles of EO added: 1-5) sodium isostearyl ether sulfate, polyoxyethylene Polyoxyethylene (average number of moles of EO added: 1-5) coconut oil alkyl ether sodium sulfate, polyoxyethylene (average number of moles of EO added: 1-5) palm oil alkyl ether sodium sulfate, polyoxyethylene (average number of moles of EO added: 1-5) palm kernel oil alkyl ether sodium sulfate, polyoxyethylene (average number of moles of EO added: 1-5) soybean oil alkyl ether sodium sulfate, polyoxyethylene (average number of moles of EO added: 1-5) n-octyl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1-5) 2-ethylhexyl ether potassium tert-butyl ether sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5)-n-decyl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) lauryl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) myristyl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) palmityl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) stearyl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) arachidyl ether potassium sulfate,Examples thereof include polyoxyethylene (average number of moles of EO added: 1 to 5) behenyl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) isostearyl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) coconut oil alkyl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) palm oil alkyl ether potassium sulfate, polyoxyethylene (average number of moles of EO added: 1 to 5) palm kernel oil alkyl ether potassium sulfate, and polyoxyethylene (average number of moles of EO added: 1 to 5) soybean oil alkyl ether potassium sulfate.
[0041] Examples of linear alkylbenzene sulfonates having 6 to 20 carbon atoms include sodium decylbenzene sulfonate, sodium undecylbenzene sulfonate, sodium dodecylbenzene sulfonate, sodium tridecylbenzene sulfonate, sodium tetradecylbenzene sulfonate, linear alkylbenzene sulfonate having 6 to 14 carbon atoms, linear alkylbenzene sulfonate having 6 to 16 carbon atoms, linear alkylbenzene sulfonate having 6 to 20 carbon atoms, linear alkylbenzene sulfonate having 10 to 16 carbon atoms, linear alkylbenzene sulfonate having 10 to 13 carbon atoms, linear alkylbenzene sulfonate having 10 to 14 ...6 carbon atoms, linear alkylbenzene sulfonate having 10 to 13 carbon atoms, linear alkylbenzene sulfonate having 10 to 14 carbon atoms, linear alkylbenzene sulfonate having 10 to 16 carbon atoms, linear alkylbenzene sulfonate having 10 to 14 carbon atoms, linear alkylbenzene sulfonate having 10 to 16 carbon atoms, linear alkylbenzene sulfonate having 10 to 16 carbon atoms, linear alkylbenzene sulfonate having 10 to 16 carbon atoms, linear alkylbenzene sulfonate having 10 to 13 carbon atoms, linear alkylbenzene sulfonate having 10 to 14 carbon atoms, linear alkylbenzene sulfonate having 10 to 14 carbon atoms, linear alkylbenzene sulfonate having 10 to 16 carbon atoms, linear alkylbenzene sulfonate having 10 to 16 carbon atoms, linear alkylbenzene sulfonate having 10 to 16 carbon atoms, linear alkylbenzene sulfonate having Examples of such alkylbenzenesulfonates include sodium alkylbenzenesulfonate, potassium decylbenzenesulfonate, potassium undecylbenzenesulfonate, potassium dodecylbenzenesulfonate, potassium tridecylbenzenesulfonate, potassium tetradecylbenzenesulfonate, potassium linear alkylbenzenesulfonate having 6 to 14 carbon atoms, potassium linear alkylbenzenesulfonate having 6 to 16 carbon atoms, potassium linear alkylbenzenesulfonate having 6 to 20 carbon atoms, potassium linear alkylbenzenesulfonate having 10 to 16 carbon atoms, potassium linear alkylbenzenesulfonate having 10 to 13 carbon atoms, and potassium linear alkylbenzenesulfonate having 10 to 14 carbon atoms.
[0042] The component (C) may be used alone, or two or more types of the component (C) may be used in combination, or may be used as a pre-mixture.
[0043] From the viewpoint of improving processability at low temperatures, the component (C) is particularly preferably sodium lauryl sulfate.
[0044] When the total content of components (A), (B), and (C) is taken as 100 parts by mass, the content of component (C) is 0.5 to 3 parts by mass, and from the viewpoint of improving processability at low temperatures, the content of component (C) is preferably 1 to 2 parts by mass.
[0045] [Others] Conventionally known polyolefin modifiers can be added to the diacetal composition of the present invention.
[0046] Examples of the polyolefin modifier include various additives described in the "Positive List of Additives Handbook" (January 2002) compiled by the Hygienic Olefin and Styrene Plastics Association, and more specifically, stabilizers (metal compounds, epoxy compounds, nitrogen compounds, phosphorus compounds, sulfur compounds, etc.), ultraviolet absorbers (benzophenone compounds, benzotriazole compounds, etc.), lubricants (aliphatic hydrocarbons such as paraffin and wax, metal (Al, Ca, Mg, Zn) salts of higher fatty acids having 8 to 22 carbon atoms, and metal salts of higher fatty acids having 8 to 22 carbon atoms, and Examples of additives include: higher aliphatic alcohols having 8 to 22 carbon atoms, higher fatty acid amides having 8 to 22 carbon atoms, silicone oils, rosin derivatives, etc.), fillers (talc, hydrotalcite, mica, zeolite, perlite, diatomaceous earth, calcium carbonate, glass fiber, etc.), foaming agents, foaming aids, polymer additives, as well as various additives such as plasticizers (dialkyl phthalate, dialkyl hexahydrophthalate, etc.), crosslinking agents, crosslinking accelerators, antistatic agents, flame retardants, dispersants, other coloring compounds (dyes, pigments, etc.), processing aids, other nucleating agents, etc.
[0047] [Crystal Nucleating Agent] The diacetal composition of the present invention is excellent in the effect of improving the processability and transparency of polyolefin resins at low temperatures, and is therefore preferably used as a crystal nucleating agent for polyolefin resins.
[0048] <Method for Producing Diacetal Composition> A method for producing the diacetal composition of the present invention preferably includes, for example, a step of mixing and stirring the (A) diacetal compound, (B) organic acid monoglyceride, and (C) sulfate ester salt and / or sulfonate so that, when the total content of the (A) diacetal compound, (B) organic acid monoglyceride, and (C) sulfate ester salt and / or sulfonate is 100 parts by mass, the content of the (A) diacetal compound is 67 to 80 parts by mass, the content of the (B) organic acid monoglyceride is 17 to 30 parts by mass, and the content of the (C) sulfate ester salt and / or sulfonate is 0.5 to 3 parts by mass.
[0049] The mixing method is not particularly limited as long as the desired diacetal composition can be obtained, but examples include: i) a method of adding the components during the process of producing the diacetal compound represented by general formula (1) from sorbitol and a corresponding benzaldehyde according to any of the conventionally used methods (e.g., the method described in JP-A-2-231488); ii) a method of powder-mixing the diacetal compound represented by general formula (1) using a mixer such as a Henschel mixer, a V-blender, or a ribbon blender; and iii) a method of mixing the components (B) and (C) directly or in the form of a solution dissolved in a solvent such as a lower alcohol having 1 to 4 carbon atoms such as methanol, ethanol, propanol, or butanol, or water, into a slurry of the diacetal compound represented by general formula (1) in a dispersion medium such as water or a lower alcohol having 1 to 4 carbon atoms, and then distilling off the solvent.
[0050] In the above method i), it is preferable to mix the components (B) and (C) in predetermined amounts after the diacetalization reaction of sorbitol with a benzaldehyde to produce the diacetal compound represented by general formula (1).
[0051] Regarding the method iii), the concentration of the diacetal compound in the slurry is not particularly limited, but is generally preferably about 10 to 60 mass %. The temperature of the slurry can be appropriately selected from a wide range, but is generally preferably 20 to 100° C.
[0052] The diacetal composition containing the components (B) and (C) thus obtained can be subjected to pulverization, crushing, granulation, classification, etc., as required.
[0053] The form of the diacetal composition of the present invention can be appropriately selected from common forms such as powder, particles, or granulated products such as granules, cylinders, and pellets.
[0054] In the case of powder, the average particle diameter is 3 to 2000 μm, preferably 7 to 200 μm. If the particle diameter is less than 3 μm, the powder properties tend to deteriorate and a special grinding device is required.
[0055] In the case of granular diacetal compositions, granular diacetal compositions of any shape and size can be obtained from the powdered diacetal composition obtained by the above method. Such granular diacetal compositions have the advantage of improved dust generation and powder flowability compared to powdered diacetal compositions.
[0056] All forms can be produced using known granulators, crushers / disintegrators, classifiers, etc. Examples of granulators include dry or wet extrusion granulators, mixer / agitator granulators, tablet machines, dry compression roll granulators, and spherical granulators; examples of crushers / disintegrators include pin mills, jet mills, pulverizers, cutter mills, hammer mills, planer crushers, flake crushers, and nibblers; and examples of classifiers include vibration screens and air classifiers.
[0057] <Polyolefin Resin Composition> The polyolefin resin composition of the present invention contains a polyolefin resin and the above-described diacetal composition.
[0058] [Polyolefin Resin] As the polyolefin resin, any known polyolefin resin can be used, such as polyethylene resin, polypropylene resin, polybutene resin, polymethylpentene resin, polybutadiene resin, and the like.
[0059] More specifically, examples include high-density polyethylene, medium-density polyethylene, linear polyethylene, ethylene copolymers having an ethylene content of 50% by mass or more, preferably 70% by mass or more, propylene homopolymers, propylene copolymers having 50% by mass or more, preferably 70% by mass or more, butene homopolymers, butene copolymers having a butene content of 50% by mass or more, preferably 70% by mass or more, methylpentene homopolymers, methylpentene copolymers having a methylpentene content of 50% by mass or more, preferably 70% by mass or more, polybutadiene, etc. The copolymers may be random copolymers or block copolymers.
[0060] When these resins have stereoregularity, they may be isotactic or syndiotactic.
[0061] Specific examples of comonomers that can constitute the copolymer include α-olefins having 2 to 12 carbon atoms, such as ethylene, propylene, butene, pentene, hexene, heptene, octene, nonene, decene, undecene, and dodecene; bicyclo-type monomers, such as 1,4-endomethylenecyclohexene; (meth)acrylic acid esters, such as methyl (meth)acrylate and ethyl (meth)acrylate; and vinyl acetate.
[0062] The polyolefin resin preferably has a melt flow rate (hereinafter abbreviated as "MFR", JIS K7210-1:2014) of about 0.01 to 200 g / 10 min, more preferably about 0.05 to 100 g / 10 min.
[0063] The method for producing the polyolefin resin is not particularly limited, and any known method may be used.
[0064] [Diacetal Composition] As the diacetal composition, the diacetal composition of the present invention may be used.
[0065] The content of the diacetal composition is preferably, for example, 0.001 to 10 parts by mass per 100 parts by mass of the polyolefin resin.
[0066] The content of component (A) in the polyolefin resin composition is preferably 1500 to 3500 ppm, more preferably 2000 to 3000 ppm, and even more preferably 2000 to 2500 ppm.
[0067] The content of component (B) in the polyolefin resin composition is preferably 500 to 1200 ppm, more preferably 500 to 1000 ppm, and even more preferably 500 to 900 ppm.
[0068] The content of component (C) in the polyolefin resin composition is preferably 12 to 120 ppm, and more preferably 15 to 100 ppm.
[0069] By ensuring that the contents of the (A), (B), and (C) components in the polyolefin-based resin composition are within the above ranges, the polyolefin-based resin can be more suitably imparted with improved low-temperature processability and transparency.
[0070] [Others] The polyolefin resin composition of the present invention may contain additives depending on the intended use and application.
[0071] Examples of the additives include the various additives listed in "Positive List of Additives" (September 2004), compiled by the Hygienic Association of Polyolefins and Other Styrene Plastics.
[0072] Specifically, fluorescent whitening agents (2,5-thiophenediyl (5-t-butyl-1,3-benzoxazole), 4,4'-bis (benzoxazol-2-yl) stilbene, etc.), antioxidants, stabilizers (metal compounds, epoxy compounds, nitrogen compounds, phosphorus compounds, sulfur compounds, etc.), ultraviolet absorbers (benzophenone compounds, benzotriazole compounds, etc.), surfactants, lubricants (aliphatic hydrocarbons such as paraffin and wax, higher fatty acids having 8 to 22 carbon atoms, higher fatty acid metal (Al, Ca) salts having 8 to 22 carbon atoms, higher fatty alcohols having 8 to 22 carbon atoms, polyglycols, higher fatty acids having 4 to 22 carbon atoms and metal salts of higher fatty acids having 4 to 18 carbon atoms), with aliphatic monohydric alcohols, higher fatty acid amides having 8 to 22 carbon atoms, silicone oil, rosin derivatives, etc.), fillers (talc, hydrotalcite, mica, zeolite, perlite, diatomaceous earth, calcium carbonate, glass fiber, etc.), foaming agents, foaming aids, polymer additives, plasticizers (dialkyl phthalate, dialkyl hexahydrophthalate, etc.), crosslinking agents, crosslinking accelerators, antistatic agents, flame retardants, dispersants, organic or inorganic pigments (indigo compounds, phthalocyanine compounds, anthraquinone compounds, ultramarine compounds, cobalt aluminate compounds, etc.), processing aids, other nucleating agents, and other various additives can be exemplified.
[0073] The content of the additive is, for example, about 0.0001 to 100 parts by mass per 100 parts by mass of the polyolefin resin.
[0074] [Method for Producing Polyolefin Resin Composition] The polyolefin resin composition of the present invention can be obtained, for example, by adding the above-mentioned materials, dry blending them at room temperature, and then melt-mixing them under predetermined conditions.
[0075] <Polyolefin Resin Molded Article> The polyolefin resin molded article of the present invention is made from the above-mentioned polyolefin resin composition as a raw material.
[0076] The polyolefin resin molded article of the present invention can be obtained by molding the polyolefin resin composition of the present invention according to a commonly used molding method.
[0077] As the molding method, any of the conventionally known molding methods such as injection molding, extrusion molding, blow molding, pressure molding, rotational molding, and film molding can be used.
[0078] The polyolefin resin composition of the present invention can be molded at a resin temperature of 210° C. or less to produce a polyolefin resin molded article. Such a production method is also encompassed by the present invention.
[0079] The present specification discloses the following. Disclosure (1) is a diacetal composition containing (A) a diacetal compound, (B) an organic acid monoglyceride, and (C) a sulfate ester salt and / or sulfonate, wherein, when the total content of the (A) diacetal compound, (B) organic acid monoglyceride, and (C) sulfate ester salt and / or sulfonate is taken as 100 parts by mass, the content of the (A) diacetal compound is 67 to 80 parts by mass, the content of the (B) organic acid monoglyceride is 17 to 30 parts by mass, and the content of the (C) sulfate ester salt and / or sulfonate is 0.5 to 3 parts by mass. Disclosure (2) is a diacetal composition according to Disclosure (1), in which the (A) diacetal compound is 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-D-sorbitol. Disclosure (3) is the diacetal composition according to Disclosure (1) or (2), in which the (B) organic acid monoglyceride is glycerin monostearate. Disclosure (4) is the diacetal composition according to any one of Disclosures (1) to (3), in which the (C) sulfate ester salt and / or sulfonate is sodium lauryl sulfate. Disclosure (5) is the diacetal composition according to any one of Disclosures (1) to (4), in which the content of the (A) diacetal compound is 70 to 75 parts by mass. Disclosure (6) is the diacetal composition according to any one of Disclosures (1) to (5), in which the content of the (B) organic acid monoglyceride is 20 to 25 parts by mass. Disclosure (7) is the diacetal composition according to any one of Disclosures (1) to (6), in which the content of the (C) sulfate ester salt and / or sulfonate is 1 to 2 parts by mass. The present disclosure (8) is a diacetal composition according to any one of the present disclosures (1) to (7), which is a crystal nucleating agent for a polyolefin resin. The present disclosure (9) is a polyolefin resin composition containing a polyolefin resin and the diacetal composition according to any one of the present disclosures (1) to (8).The present disclosure (10) is the polyolefin resin composition according to the present disclosure (9), wherein the polyolefin resin composition contains the (A) diacetal compound in an amount of 1500 to 3500 ppm, the (B) organic acid monoglyceride in an amount of 500 to 1200 ppm, and the (C) sulfate and / or sulfonate in an amount of 12 to 120 ppm. The present disclosure (11) is also a polyolefin resin molded product made from the polyolefin resin composition according to the present disclosure (9) or (10). The present disclosure (12) is also a method for producing a polyolefin resin molded product by molding the polyolefin resin composition according to the present disclosure (9) or (10) at a resin temperature of 210°C or less.
[0080] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. Reagents were used for compounds not specifically mentioned.
[0081] The following materials were used in the examples and comparative examples. [Component (A)] 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-D-sorbitol (hereinafter also referred to as "DMDBS") [Component (B)] Glycerin monostearate (hereinafter also referred to as "GMS") [Component (C)] Sodium lauryl sulfate (hereinafter also referred to as "SLS") [Polyolefin-based resins] Resin (P-1): Isotactic random polypropylene resin (MFR = 30 g / 10 min) Resin (P-2): Isotactic homopolypropylene resin (MFR = 10 g / 10 min) Resin (P-3): Isotactic random polypropylene resin (MFR = 40 g / 10 min)
[0082] [Preparation of Diacetal Compositions] (Examples 1 to 4, Comparative Examples 1 to 9) DMDBS [component (A)], GMS [component (B)], and SLS [component (C)] were mixed in the amounts shown in Table 1, methanol was added, and the mixture was stirred in methanol under reflux conditions for 1 hour to obtain a white paste-like mixture. Next, most of the methanol was removed under reduced pressure, and the mixture was vacuum-dried at 133 Pa and 50°C for 4 hours while stirring. The mixture was then sieved through a 70-mesh JIS standard sieve (opening 212 μm) to remove coarse particles, producing a powdered diacetal-containing composition.
[0083] <Evaluation of adhesion to metal> The prepared diacetal composition was placed in a metal mixing bowl and mixed, and the degree of adhesion to the inner wall of the mixing bowl was observed and evaluated according to the following criteria. The results are shown in Table 1. A rating of "Good" was judged to be acceptable. (Evaluation criteria) Good: No adhesion at all Fair: Trace adhesion observed Bad: Adhesion observed
[0084]
[0085] [Preparation of Polyolefin Resin Composition and Polyolefin Resin Molded Product] (Example 5) 0.2 parts by mass of the diacetal composition produced in Example 1, 0.05 parts by mass of calcium stearate, 0.05 parts by mass of tetrakis[methylene-2-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]methane (trade name Irganox (registered trademark) 1010, manufactured by BASF Corporation), and 0.05 parts by mass of tris(2,4-di-tert-butylphenyl)phosphite (trade name Irgafos (registered trademark) 168, manufactured by BASF Corporation) were blended relative to 100 parts by mass of resin (P-1), and the mixture was dry-blended using a Henschel mixer (conditions: 1500 rpm, 2 minutes). Next, the mixture was melt-kneaded and extruded at a resin temperature of 210°C using an extruder (24 mmφ, L / D=28 / 1, rotation speed 100 rpm), and the resulting strand was water-cooled, then cut and pelletized to prepare a polyolefin resin composition.
[0086] The prepared polyolefin resin composition was injection molded under conditions of a resin temperature of 210°C and a mold temperature of 20°C to obtain a polyolefin resin molded article (test piece) of 75 mm x 75 mm x 2 mm thick.
[0087] (Examples 6 to 8, Comparative Examples 10 to 11) Except for changing the diacetal composition as shown in Table 2, polyolefin-based resin compositions were produced in the same manner as in Example 5, and polyolefin-based resin molded articles (test pieces) were prepared.
[0088] Example 9 A polyolefin resin composition was produced in the same manner as in Example 5, except that the resin (P-1) was changed to the resin (P-2), and a polyolefin resin molded body (test piece) was prepared.
[0089] (Examples 10 to 12, Comparative Examples 12 to 18) Except for changing the diacetal composition as shown in Table 3, polyolefin-based resin compositions were produced in the same manner as in Example 9, and polyolefin-based resin molded articles (test pieces) were prepared.
[0090] (Example 13) A polyolefin resin composition was produced in the same manner as in Example 5, except that the resin (P-1) was changed to the resin (P-3) and the resin temperature in the extruder and injection molding was changed from 210°C to 190°C, and a polyolefin resin molded body (test piece) was prepared.
[0091] (Examples 14 to 15, Comparative Examples 19 to 21) Except for changing the diacetal composition as shown in Table 4, polyolefin-based resin compositions were produced in the same manner as in Example 13, and polyolefin-based resin molded articles (test pieces) were prepared.
[0092] Example 16 A polyolefin resin composition was produced in the same manner as in Example 5, except that the resin (P-1) was changed to the resin (P-3), and a polyolefin resin molded body (test piece) was prepared.
[0093] (Examples 17 to 18, Comparative Examples 22 to 24) Except for changing the diacetal composition as shown in Table 5, polyolefin-based resin compositions were produced in the same manner as in Example 16, and polyolefin-based resin molded articles (test pieces) were prepared.
[0094] <Evaluation of Transparency Improvement Effect> The haze value of the prepared polyolefin resin molded article (test piece) was measured in accordance with ASTM D1003-61 using a haze meter (manufactured by Big-Gardner, product name HazeGuard Plus). The smaller the obtained haze value, the better the transparency. Furthermore, the degree of improvement in the haze value was evaluated as follows, relative to the haze value measured for a polyolefin resin molded article (test piece) prepared using the same amount of the diacetal composition prepared in Comparative Example 1. The results are shown in Tables 2 to 5. The evaluations of "◎" and "◯" were judged to be acceptable. (Evaluation Criteria) ◎: Improved by 10% or more ○: Improved by 5% or more but less than 10% ×: Less than 5% (no improvement)
[0095] Regarding the "improvement rate (%) of haze value" listed in Table 2, for Examples 5 and 6, the improvement rate of the haze value compared to the haze value of Comparative Example 10 was listed as <[(haze value of Comparative Example 10) - (haze value of Example 5 or 6)] / (haze value of Comparative Example 10)] × 100>. Furthermore, for Examples 7 and 8, the improvement rate of the haze value compared to the haze value of Comparative Example 11 was listed as <[(haze value of Comparative Example 11) - (haze value of Example 7 or 8)] / (haze value of Comparative Example 11)] × 100>. Furthermore, for the "improvement rate (%) of haze value" listed in Table 3, the improvement rate of the haze value compared to the haze value of Comparative Example 12 was listed as <[(haze value of Comparative Example 12) - (haze values of Examples 9 to 12 or Comparative Examples 13 to 18))] / (haze value of Comparative Example 12)] × 100>. Furthermore, with regard to the "improvement rate (%) of haze value" listed in Table 4, for Example 13, the improved haze value relative to the haze value of Comparative Example 19 was listed as <[(haze value of Comparative Example 19) - (haze value of Example 13))] / (haze value of Comparative Example 19)] x 100>. For Example 14, the improved haze value relative to the haze value of Comparative Example 20 was listed as <[(haze value of Comparative Example 20) - (haze value of Example 14)] / (haze value of Comparative Example 20)] x 100>. For Example 15, the improved haze value relative to the haze value of Comparative Example 21 was listed as <[(haze value of Comparative Example 21) - (haze value of Example 15)] / (haze value of Comparative Example 21)] x 100>. Furthermore, with regard to the "improvement rate (%) of haze value" listed in Table 5, for Example 16, the improved haze value relative to the haze value of Comparative Example 22 was listed as <[(haze value of Comparative Example 22) - (haze value of Example 16)) / (haze value of Comparative Example 22)] x 100>. For Example 17, the improved haze value relative to the haze value of Comparative Example 23 was listed as <[(haze value of Comparative Example 23) - (haze value of Example 17)] / (haze value of Comparative Example 23)] x 100>. For Example 18, the improved haze value relative to the haze value of Comparative Example 24 was listed as <[(haze value of Comparative Example 24) - (haze value of Example 18)] / (haze value of Comparative Example 24)] x 100>.
[0096]
[0097]
[0098]
[0099]
[0100] From the above examples, it was confirmed that the diacetal composition of the present invention can suppress adhesion to metals and is also excellent in improving the transparency of polyolefin resins.
[0101] Furthermore, when resins (P-1), (P-2), and (P-3) are injection molded using a conventional nucleating agent, the resin temperature must be raised to a temperature at which the nucleating agent dissolves (for example, about 240° C. in the case of Comparative Example 11). However, by using the diacetal composition of the present invention, injection molding was possible even at resin temperatures of 210° C. or lower. In other words, it was confirmed that the polyolefin resins also have excellent processability at low temperatures.
[0102] The diacetal composition of the present invention can suppress adhesion to metals and is also effective in improving the low-temperature processability and transparency of polyolefin-based resins, and is therefore useful as a crystal nucleating agent for polyolefin-based resins.
Claims
1. A diacetal composition comprising (A) a diacetal compound, (B) an organic acid monoglyceride, and (C) a sulfate and / or sulfonate, wherein, when the total content of the (A) diacetal compound, (B) organic acid monoglyceride, and (C) sulfate and / or sulfonate is taken as 100 parts by mass, the content of the (A) diacetal compound is 67 to 80 parts by mass, the content of the (B) organic acid monoglyceride is 17 to 30 parts by mass, and the content of the (C) sulfate and / or sulfonate is 0.5 to 3 parts by mass.
2. The diacetal composition according to claim 1, wherein the diacetal compound (A) is 1,3:2,4-bis-O-(3',4'-dimethylbenzylidene)-D-sorbitol.
3. A diacetal composition according to claim 1 or 2, wherein the organic acid monoglyceride (B) is glycerin monostearate.
4. The diacetal composition according to claim 1 or 2, wherein the (C) sulfate ester salt and / or sulfonate salt is sodium lauryl sulfate.
5. A diacetal composition according to claim 1 or 2, wherein the content of the diacetal compound (A) is 70 to 75 parts by mass.
6. A diacetal composition according to claim 1 or 2, wherein the content of the organic acid monoglyceride (B) is 20 to 25 parts by mass.
7. A diacetal composition according to claim 1 or 2, wherein the content of the (C) sulfate ester salt and / or sulfonate salt is 1 to 2 parts by mass.
8. The diacetal composition according to claim 1 or 2, which is a crystal nucleating agent for polyolefin resins.
9. A polyolefin resin composition comprising a polyolefin resin and the diacetal composition according to claim 1 or 2.
10. The polyolefin resin composition according to claim 9, wherein the content of said (A) diacetal compound in the polyolefin resin composition is 1500 to 3500 ppm, the content of said (B) organic acid monoglyceride is 500 to 1200 ppm, and the content of said (C) sulfate salt and / or sulfonate salt is 12 to 120 ppm.
11. A polyolefin resin molded product made from the polyolefin resin composition according to claim 9.
12. A method for producing a polyolefin resin molded article, comprising molding the polyolefin resin composition according to claim 9 at a resin temperature of 210°C or less to produce a polyolefin resin molded article.
Citation Information
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