JP2007022924A - Agent for suppressing transfer of odor and taste generated from diacetal and diacetal composition containing the same agent - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To remarkably suppress the amount of aldehydes generated when molding and processing a polyolefin resin composition containing diacetal of 1,3:2,4-bis-O-(p-methylbenzylidene)-D-sorbitol, etc. and the content of aldehydes in the molded product and suppress transfer of odor and taste generated from the diacetal at the same time. <P>SOLUTION: The polyolefin resin composition is obtained by using, as a nucleating agent for polyolefin, a diacetal composition composed of (A) a diacetal such as 1,3:2,4-bis-O-(p-methylbenzylidene)-D-sorbitol and (B) at least one kind of compound selected from a group consisting of sorbitan 8-22C fatty acid esters and polyoxyethylene sorbitan 8-22C fatty acid esters. In a polyolefin resin molded product obtained by molding the polyolefin resin composition, the content of aldehydes is suppressed and transfer of odor and taste generated from the aldehydes is suppressed. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to odor and taste transfer inhibitors generated from diacetals such as dibenzylidene sorbitol and its nucleus-substituted derivatives, a diacetal composition containing the inhibitor, a polyolefin nucleating agent containing the diacetal composition, the nucleus The present invention relates to a polyolefin resin composition containing an agent, a polyolefin resin molded product obtained by molding the resin composition, and a method for suppressing the transfer of odor and taste generated from diacetal using the inhibitor.

  Diacetals typified by dibenzylidene sorbitol and its nucleus-substituted derivatives are compounds useful as nucleating agents for polyolefin resins, particularly ethylene and propylene homopolymers or copolymers based on them. Diacetal is particularly excellent in the effect of improving transparency, and is widely used as a resin additive in the field of molded products such as various containers that require transparency.

  However, the diacetal is partly thermally decomposed during the molding process, and as a result of liberation of benzaldehyde constituting the diacetal, odor is generated. For this reason, an aldehyde odor may remain in the final molded product. In addition, when the molded product is used as a packaging material or container for food or the like, the odor and taste of the benzaldehyde may be transferred to food or the like that comes into contact with the molded product. For this reason, the diacetal may not be preferred in the fields of containers for foods and cosmetics, packaging materials, and the like.

  To improve the above problems, treatment with hydroxyamine or phenylhydrazines (Patent Document 1 and Patent Document 2), addition of non-aromatic organic amine (Patent Document 3), aliphatic metal salt and lactic acid Surface treatment with metal salt or the like (Patent Document 4), blending of aliphatic amine (Patent Document 5), addition of sorbic acid and / or potassium sorbate (Patent Document 6), addition of amino acid alkali metal salt (Patent Document 7) A method of adding a polyol having an alcoholic hydroxyl group (Patent Document 8) has been proposed.

Although the odor improvement effect has been obtained in the above-mentioned conventional technology, in recent years, the advanced demand for plastic products by end consumers (especially the demand for further prevention of odor and taste transfer to contents) has been satisfied. It is hoped to do.
JP 60-32791 A JP-A-60-42385 Japanese Patent Laid-Open No. 62-4289 JP 62-50355 A Japanese Patent Laid-Open No. 2-1906841 JP-A-5-202055 JP-A-9-286787 Japanese Patent Laid-Open No. 9-286788

  The present invention relates to an amount of aldehydes generated when a polyolefin resin composition containing a diacetal such as 1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol is molded and a molded product The main purpose is to largely suppress the content of aldehydes in the medium, and to suppress the transfer of odor and taste generated from diacetal.

  In view of the present situation, the present inventors have conducted extensive studies to solve the above problems, and as a result, (A) a diacetal and (B) a specific sorbitan fatty acid ester or a diacetal composition comprising an ethylene oxide adduct thereof is a polyolefin resin. It has been found that when used as a nucleating agent, the content of aldehydes in the obtained polyolefin resin pellets and molded articles thereof is greatly suppressed, and the effect of significantly suppressing odor and taste migration is obtained.

  Further, according to the study by the present inventors, when the above-mentioned diacetal composition is used, the nucleating agent characteristics of diacetal, in particular, the transparent modification effect is not inhibited, and the transparency of the polyolefin resin molded product is hardly impaired. Was also found.

  The present invention has been completed on the basis of such knowledge, and has been completed. The following diacetal composition, polyolefin resin nucleating agent, polyolefin resin composition, polyolefin resin molded article, odor and taste generated from diacetal And a method for suppressing aldehyde generation due to thermal decomposition of diacetal.

  Item 1 (A) General formula (1)

[式中、R¹及びR²は、同一又は異なって、それぞれ、水素原子、炭素数１〜４のアルキル基、炭素数１〜４のアルコキシ基、炭素数１〜４のアルコキシカルボニル基又はハロゲン原子を表す。ｍ及びｎは、夫々１〜５の整数を示す。ｐは０又は１を示す。ｍが２である場合、２つのR¹基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよく、又、ｎが２である場合、２つのR²基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよい。]
で表される少なくとも１種のジアセタール、及び
(B)ソルビタンC₈-C₂₂脂肪酸エステル及びポリオキシエチレンソルビタンC₈-C₂₂脂肪酸エステルからなる群より選ばれる少なくとも１種
からなることを特徴とする粒状又は粉末状のジアセタール組成物。

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
At least one diacetal represented by:
(B) A granular or powdery diacetal composition comprising at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester.

  Here, in the claims and the specification of the present application, the expression “consisting of” consists of only the component (A) and the component (B) and does not include components other than the component (A) and the component (B). It shall be used in the meaning.

  Item 2. The granular or powdery diacetal composition according to Item 1, wherein the content of component (B) is 0.1 to 10% by weight based on the total amount of component (A) and component (B). .

Item 3 Component (B) is sorbitan C ₈ -C ₂₂ fatty acid monoester, sorbitan C ₈ -C ₂₂ fatty acid triester, polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid monoester, and polyoxyethylene sorbitan C ₈ -C Item 3. The granular or powdery diacetal composition according to Item 1 or 2, which is at least one selected from the group consisting of ₂₂ fatty acid triesters.

Item 4 (a) The diacetal composition according to any one of Items 1 to 3, or
(b) A polyolefin resin nucleating agent comprising the diacetal composition according to any one of Items 1 to 3 and a polyolefin resin modifier.

Item 5 (a) The diacetal composition and polyolefin resin according to any one of Items 1 to 3, or
(b) containing the diacetal composition according to any one of items 1 to 3, a polyolefin resin modifier, and a polyolefin resin;
A polyolefin resin composition characterized in that migration of odor and taste generated from diacetal is suppressed.

  Item 6. The polyolefin resin composition according to Item 5, comprising 0.05 to 3 parts by weight of the diacetal composition with respect to 100 parts by weight of the polyolefin resin.

  Item 7. A polyolefin resin molded article obtained by molding the polyolefin resin composition according to Item 5 or Item 6, wherein odor and taste transferability generated from diacetal is suppressed.

  Item 8 A container or packaging material for foods, beverages, cosmetics or pharmaceuticals, which is composed of the polyolefin resin molded article according to Item 7, and suppresses migration of odors and tastes generated from diacetal. Characteristic container or packaging material.

  Item 9 (A) General formula (1)

[式中、R¹及びR²は、同一又は異なって、それぞれ、水素原子、炭素数１〜４のアルキル基、炭素数１〜４のアルコキシ基、炭素数１〜４のアルコキシカルボニル基又はハロゲン原子を表す。ｍ及びｎは、夫々１〜５の整数を示す。ｐは０又は１を示す。ｍが２である場合、２つのR¹基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよく、又、ｎが２である場合、２つのR²基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよい。]
で表されるジアセタールから発生する臭気及び味の移行性抑制剤であって、
(B)ソルビタンC₈-C₂₂脂肪酸エステル及びポリオキシエチレンソルビタンC₈-C₂₂脂肪酸エステルからなる群より選ばれる少なくとも１種からなることを特徴とするジアセタールの臭気および味移行抑制剤。

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
The odor and taste migratory inhibitor generated from the diacetal represented by:
(B) A diacetal odor and taste transfer inhibitor characterized by comprising at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester.

  Item 10 Component (B) is sorbitan monolaurate, sorbitan monomyristate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monoisostearate, sorbitan monobehenate, sorbitan monooleate, sorbitan trilaurate, sorbitan triate Myristate, sorbitan tripalmitate, sorbitan tristearate, sorbitan triisostearate, sorbitan tribehenate, sorbitan trioleate, polyoxyethylene (average number of moles of ethylene oxide added: 2 to 30) sorbitan monolaurate, polyoxy Ethylene (average number of moles of ethylene oxide added: 2 to 30) sorbitan monomyristate, polyoxyethylene (average number of moles of added ethylene oxide: 2 to 30) sorbitan monopalmitate , Polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan monostearate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan monoisostearate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan monobehenate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan monooleate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan trilaurate, polyoxyethylene ( Ethylene oxide average addition moles: 2-30) sorbitan trimyristate, polyoxyethylene (ethylene oxide average addition moles: 2-30) sorbitan tripalmitate, polyoxyethylene (ethylene oxide flat Average addition mole number: 2-30) sorbitan tristearate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan triisostearate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan tri Item 10. The odor and taste migration inhibitor according to Item 9, which is at least one selected from the group consisting of behenate and polyoxyethylene (average number of moles of ethylene oxide added: 2 to 30) sorbitan trioleate.

  Item 11 (A) General formula (1)

[式中、R¹及びR²は、同一又は異なって、それぞれ、水素原子、炭素数１〜４のアルキル基、炭素数１〜４のアルコキシ基、炭素数１〜４のアルコキシカルボニル基又はハロゲン原子を表す。ｍ及びｎは、夫々１〜５の整数を示す。ｐは０又は１を示す。ｍが２である場合、２つのR¹基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよく、又、ｎが２である場合、２つのR²基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよい。]
で表される少なくとも１種のジアセタールの熱分解によるアルデヒド発生の抑制方法であって、
(B)ソルビタンC₈-C₂₂脂肪酸エステル及びポリオキシエチレンソルビタンC₈-C₂₂脂肪酸エステルからなる群より選ばれる少なくとも１種を一般式(1)で表されるジアセタールに添加することを特徴とする方法。

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
A method for suppressing aldehyde generation by thermal decomposition of at least one diacetal represented by:
(B) characterized in that at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester is added to the diacetal represented by the general formula (1) how to.

  Item 12 Component (B) is sorbitan monolaurate, sorbitan monomyristate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monobehenate, sorbitan monooleate, sorbitan monoisostearate, sorbitan trilaurate, sorbitan triate Myristate, sorbitan tripalmitate, sorbitan tristearate, sorbitan triisostearate, sorbitan tribehenate, sorbitan trioleate, polyoxyethylene (average number of moles of ethylene oxide added: 2 to 30) sorbitan monolaurate, polyoxy Ethylene (average number of moles of ethylene oxide added: 2 to 30) sorbitan monomyristate, polyoxyethylene (average number of moles of added ethylene oxide: 2 to 30) sorbitan monopalmitate , Polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan monostearate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan monoisostearate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan monobehenate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan monooleate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan trilaurate, polyoxyethylene ( Ethylene oxide average addition moles: 2-30) sorbitan trimyristate, polyoxyethylene (ethylene oxide average addition moles: 2-30) sorbitan tripalmitate, polyoxyethylene (ethylene oxide flat Average addition mole number: 2-30) sorbitan tristearate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan triisostearate, polyoxyethylene (ethylene oxide average addition mole number: 2-30) sorbitan tri Item 12. The method according to Item 11, which is at least one selected from the group consisting of behenate and polyoxyethylene (average number of moles of added ethylene oxide: 2 to 30) sorbitan trioleate.

  Item 13 (A) General formula (1)

[式中、R¹及びR²は、同一又は異なって、それぞれ、水素原子、炭素数１〜４のアルキル基、炭素数１〜４のアルコキシ基、炭素数１〜４のアルコキシカルボニル基又はハロゲン原子を表す。ｍ及びｎは、夫々１〜５の整数を示す。ｐは０又は１を示す。ｍが２である場合、２つのR¹基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよく、又、ｎが２である場合、２つのR²基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよい。]
で表される少なくとも１種のジアセタール、及び
(B)ソルビタンC₈-C₂₂脂肪酸エステル及びポリオキシエチレンソルビタンC₈-C₂₂脂肪酸エステルからなる群より選ばれる少なくとも１種
からなるジアセタール組成物をポリオレフィン樹脂に配合し、又は、
該ジアセタール組成物とポリオレフィン樹脂用改質剤とからなる核剤をポリオレフィン樹脂に配合し、又は、
該ジアセタール組成物とポリオレフィン樹脂用改質剤とを別個にポリオレフィン樹脂に配合し、
得られる樹脂組成物を成形することを特徴とする、ポリオレフィン樹脂成形時にジアセタールから発生する臭気を抑制する方法。

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
At least one diacetal represented by:
(B) blending a polyolefin resin with a diacetal composition consisting of at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester, or
A nucleating agent composed of the diacetal composition and a polyolefin resin modifier is blended in the polyolefin resin, or
Compounding the diacetal composition and the polyolefin resin modifier separately into the polyolefin resin,
A method for suppressing an odor generated from a diacetal during molding of a polyolefin resin, which comprises molding the resulting resin composition.

  Item 14 The method according to Item 13, wherein the diacetal composition is used in an amount of 0.05 to 3 parts by weight based on 100 parts by weight of the polyolefin resin.

  Item 15 (A) General formula (1)

[式中、R¹及びR²は、同一又は異なって、それぞれ、水素原子、炭素数１〜４のアルキル基、炭素数１〜４のアルコキシ基、炭素数１〜４のアルコキシカルボニル基又はハロゲン原子を表す。ｍ及びｎは、夫々１〜５の整数を示す。ｐは０又は１を示す。ｍが２である場合、２つのR¹基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよく、又、ｎが２である場合、２つのR²基は互いに結合してそれらが結合するベンゼン環と共にテトラリン環を形成していてもよい。]
で表される少なくとも１種のジアセタール、及び
(B)ソルビタンC₈-C₂₂脂肪酸エステル及びポリオキシエチレンソルビタンC₈-C₂₂脂肪酸エステルからなる群より選ばれる少なくとも１種
からなるジアセタール組成物をポリオレフィン樹脂に配合し、又は、
該ジアセタール組成物とポリオレフィン樹脂用改質剤とからなる核剤をポリオレフィン樹脂に配合し、又は、
該ジアセタール組成物とポリオレフィン樹脂用改質剤とを別個にポリオレフィン樹脂に配合し、
得られる樹脂組成物を成形することにより得られる包装材又は容器に、内容物を収容することを特徴とする、ジアセタールから発生する臭気及び味の、該内容物への移行を抑制する方法。

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
At least one diacetal represented by:
(B) blending a polyolefin resin with a diacetal composition consisting of at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester, or
A nucleating agent composed of the diacetal composition and a polyolefin resin modifier is blended in the polyolefin resin, or
Compounding the diacetal composition and the polyolefin resin modifier separately into the polyolefin resin,
A method for suppressing the transfer of odor and taste generated from diacetal to the contents, wherein the contents are accommodated in a packaging material or a container obtained by molding the obtained resin composition.

  Item 16 The method according to Item 15, wherein the content is selected from the group consisting of foods, beverages, cosmetics, and pharmaceuticals.

  Item 17 The method according to Item 15, wherein the diacetal composition is used in an amount of 0.05 to 3 parts by weight with respect to 100 parts by weight of the polyolefin resin.

  When the diacetal composition of the present invention is used as a nucleating agent for polyolefin resin, the amount of aldehyde generated during molding and the content of aldehydes in the final molded product are greatly suppressed, and the odor and taste transferability is reduced. A suppressed polyolefin resin molded product is obtained.

  Moreover, the polyolefin resin molding obtained is excellent in transparency.

  The polyolefin resin composition obtained according to the present invention has a high crystallization temperature and can shorten the molding cycle time.

Component (A): Diacetal The diacetal according to the present invention is a compound represented by the above general formula (1).

In the general formula (1), the alkyl group having 1 to 4 carbon atoms represented by R ¹ and R ^2, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group and the like, to several atoms Examples of the alkoxy group 4 include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, and a butoxy group. Examples of the alkoxycarbonyl group having 1 to 4 carbon atoms include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, and an isopropoxycarbonyl group. Examples of the halogen atom include a fluorine atom, a chlorine atom and a bromine atom.

m and n are each an integer of 1 to 5, preferably 1, 2 or 3. p is more preferably 1. The substitution positions of the substituents represented by R ¹ and R ² are not particularly limited, but when m and n are 1, they are o-, m-, or p-positions, and m and n are In the case of 2, 2,4-position, 3,4-position, 3,5-position, etc. can be exemplified, and when m and n are 3, 2,4,5-position, 3,4,5- The position etc. can be illustrated.

  All of these diacetals represented by the general formula (1) are known, or Japanese Patent Publication No. 48-43748, JP-A 53-5165, JP-A 57-185287, JP-A 2- It can be easily produced according to a known method such as 231488.

  Typical examples of the diacetal represented by the general formula (1) include the following.

  1,3: 2,4-bis-O-benzylidene-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- (m-ethylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- ( m-isopropylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (mn-propylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (m- n-butylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (p-ethylbenzylidene) ) -D-sorbitol, 1,3: 2,4- Su-O- (p-isopropylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (pn-propylbenzylidene) -D-sorbitol, 1,3: 2,4-bis- O- (pn-butylbenzylidene) -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- (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)- -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- (3,4-diethylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (3,5-diethylbenzylidene) -D -Sorbitol, 1,3: 2,4-bis-O- (2,4,5-trimethylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (3,4,5-trimethyl) Benzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (2,4,5-triethylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (3,4 , 5-triethylbenzylidene) -D-sorbitol, 1 , 3: 2,4-bis-O- (p-methyloxycarbonylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (p-ethyloxycarbonylbenzylidene) -D-sorbitol, , 3: 2,4-bis-O- (p-isopropyloxycarbonylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (on-propyloxycarbonylbenzylidene) -D-sorbitol 1,3: 2,4-bis-O- (on-butylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (o-chlorobenzylidene) -D-sorbitol, , 3: 2,4-bis-O- (p-chlorobenzylidene) -D-sorbitol, 1,3: 2,4-bis-O-[(5,6,7,8-tetrahydro-1-naphthalene) -1-Me Len] -D-sorbitol, 1,3: 2,4-bis-O-[(5,6,7,8-tetrahydro-2-naphthalene) -1-methylene] -D-sorbitol, 1,3-O -Benzylidene-2,4-O- (p-methylbenzylidene) -D-sorbitol, 1,3-O- (p-methylbenzylidene) -2,4-O-benzylidene-D-sorbitol, 1,3-O -Benzylidene-2,4-O- (p-ethylbenzylidene) -D-sorbitol, 1,3-O- (p-ethylbenzylidene) -2,4-O-benzylidene-D-sorbitol, 1,3-O -Benzylidene-2,4-O- (p-chlorobenzylidene) -D-sorbitol, 1,3-O- (p-chlorobenzylidene) -2,4-O-benzylidene-D-sorbitol, 1,3-O -Benzylide -2,4-O- (2,4-dimethylbenzylidene) -D-sorbitol, 1,3-O- (2,4-dimethylbenzylidene) -2,4-O-benzylidene-D-sorbitol, 1,3 -O-benzylidene-2,4-O- (3,4-dimethylbenzylidene) -D-sorbitol, 1,3-O- (3,4-dimethylbenzylidene) -2,4-O-benzylidene-D-sorbitol 1,3-Op-methylbenzylidene-2,4-O- (p-ethylbenzylidene) -D-sorbitol, 1,3-O- (p-ethylbenzylidene) -2,4-O- (p -Methylbenzylidene) -D-sorbitol, 1,3-O- (p-methylbenzylidene) -2,4-O- (p-chlorobenzylidene) -D-sorbitol, 1,3-O- (p-chlorobenzylidene) ) − 2,4-O- (p-methylbenzylidene) -D-sorbitol and the like are exemplified.

  Among these, more effective compounds include 1,3: 2,4-O-dibenzylidene-D-sorbitol, 1,3: 2,4-bis-O- (o-methylbenzylidene) sorbitol, , 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- (p-isopropylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (pn-propylbenzylidene) -D-sorbitol, 1,3: 2,4 -Bis-O- (pn-butylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (2,4-dimethylbenzylidene) -D-sorbitol, 1,3: 2,4 -Bis-O- (3,4-dimethylbenzili ) -D-sorbitol, 1,3: 2,4-bis-O- (3,5-dimethylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (2,4,5) -Trimethylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O- (p-methyloxycarbonylbenzylidene) -D-sorbitol, 1,3: 2,4-bis-O-[(5 6,7,8-tetrahydro-1-naphthalene) -1-methylene] -D-sorbitol, 1,3: 2,4-bis-O-[(5,6,7,8-tetrahydro-2-naphthalene) -1-methylene] -D-sorbitol, 1,3-O-benzylidene-2,4-O- (p-methylbenzylidene) -D-sorbitol, 1,3-O- (p-methylbenzylidene) -2, 4-O-benzylidene-D-sorbitol 1,3-O-benzylidene-2,4-O- (2,4-dimethylbenzylidene) -D-sorbitol, 1,3-O- (2,4-dimethylbenzylidene) -2,4-O-benzylidene- D-sorbitol, 1,3-O-benzylidene-2,4-O- (3,4-dimethylbenzylidene) -D-sorbitol, 1,3-O- (3,4-dimethylbenzylidene) -2,4- O-benzylidene-D-sorbitol is preferred.

  In particular, 1,3: 2,4-bis-O-benzylidene-D-sorbitol, 1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol, 1,3: 2,4 -Bis-O- (p-ethylbenzylidene) -D-sorbitol and 1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol are preferred.

  These dicetals are used alone or in appropriate combination of two or more.

  The crystal form of the diacetal is not particularly limited as long as the effects of the present invention can be obtained, and any crystal form such as hexagonal, monoclinic, cubic, trigonal or orthorhombic can be used. These crystals are also known or can be produced according to known methods.

  The diacetal used in the present invention preferably has a purity of 1,3: 2,4-isomer represented by the general formula (1) of 100%, but may contain a slight amount of impurities.

Odor and taste transfer inhibitor A pellet or resin composition obtained by blending a nucleating agent containing diacetal represented by the above general formula (1) into a polyolefin resin, and resin molding obtained from the resin composition When the body is used as a container or packaging material for containing foods, cosmetics, and other articles, an odor is generated due to the aldehyde released from the diacetal in the process of producing the resin molded body, When food, cosmetics, or other articles are contained in containers and packaging materials made of the molded body, the odor and taste are transferred to these articles. In the present invention, the method for suppressing the generation of aldehyde by thermal decomposition of diacetal (a method for reducing the amount of aldehyde generated), or the above-mentioned odor and taste are prevented from migrating from molded articles to foods, cosmetics and other articles. With the goal.

  Therefore, in the present invention, the following component (B) is used as an odor and taste transfer inhibitor.

<Ingredient (B)>
Component (B) according to the present invention is at least one selected from the group consisting of (b1) sorbitan C ₈ -C ₂₂ saturated or unsaturated fatty acid ester and (b2) an ethylene oxide adduct thereof. In other words, component (B) is a group consisting of fatty acid mono-, di- and triesters having 8 to 22 carbon atoms of sorbitan and fatty acid mono-, di- and triesters having 8 to 22 carbon atoms of polyoxyethylene sorbitan. And at least one ester selected from the group.

Among the esters of the above components (B), sorbitan C ₈ -C ₂₂ fatty acid mono - and triesters, polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid mono - and tri esters are preferred.

  Among the fatty acids constituting the ester of the component (B), a saturated or unsaturated monocarboxylic acid having 10 to 18 carbon atoms is preferable, and in particular, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, and oleic acid. Illustrated.

  The average number of moles of ethylene oxide added is preferably 2 to 30, more preferably 4 to 25, and particularly 5 to 20.

Specific examples of component (B) include, for example, the following compounds:
Sorbitan monolaurate, sorbitan monomyristate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monoisostearate, sorbitan monobehenate, sorbitan monooleate, sorbitan trilaurate, sorbitan trimyristate, sorbitan tripalmitate, Sorbitan tristearate, sorbitan triisostearate, sorbitan tribehenate, sorbitan trioleate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan monolaurate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan monomyristate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan monopalmitate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan monostearate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan monoisostearate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan monobehenate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan monooleate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan trilaurate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan trimyristate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan tripalmitate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan tristearate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan triisostearate,
Polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan tribehenate,
Examples include polyoxyethylene (ethylene oxide average added mole number: 2 to 30) sorbitan trioleate.

Among these, sorbitan monomyristate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monoisostearate, sorbitan monooleate, sorbitan trimyristate, sorbitan tripalmitate, sorbitan tristearate, sorbitan triisostearate, Sorbitan trioleate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monomyristate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monopalmitate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monostearate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monoisostearate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monooleate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan trimyristate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan tripalmitate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan tristearate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan triisostearate,
Polyoxyethylene (ethylene oxide average added mole number: 5 to 20) sorbitan trioleate is preferable.

These sorbitan C ₈ -C ₂₂ fatty acid esters and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid esters are used alone or in combination of two or more.

  As the sorbitan fatty acid ester, those obtained by a conventionally known production method can be used as long as the effects of the present invention are not impaired. For example, it is generally synthesized by heating sorbitol and a fatty acid in the presence of an alkali catalyst. The obtained sorbitan fatty acid ester is generally a mixture of various sorbitan mono-, di-, tri-, tetra-fatty acid esters, by-products such as 1,4,3,6-sorbide, and di-fatty acid esters. These mixtures can be used in the present invention as they are. Alternatively, a single component can be isolated from the mixture and used alone or in appropriate combination of two or more.

  The polyoxyethylene sorbitan fatty acid ester is not particularly limited and can be obtained by adding ethylene oxide to the sorbitan fatty acid ester by a conventionally known production method.

  As the sorbitan fatty acid ester or polyoxyethylene sorbitan fatty acid ester according to the present invention, commercially available products can be used as long as the effects of the present invention are not impaired. For example, the commercial item etc. which are described in "Chemical goods of 14705" (Chemical industry daily report company, January 25, 2005 issue) are illustrated.

  The proportion of component (B) used is preferably 0.1 to 10% by weight, more preferably 1 to 5% by weight, based on the total amount of component (A) and component (B). . Within this range, significant odor generation and the effect of suppressing the transfer of odor and taste are observed. In addition, when it exceeds 10 weight%, the suppression effect of the further generation | occurrence | production of an aldehyde is difficult to be recognized, and there exists a possibility that the odor of a component (B) may become strong.

Diacetal composition of the present invention The diacetal composition of the present invention is a composition comprising the above component (A) and component (B).

  Here, the expression “consisting of” is used in the sense that it does not include components other than the component (A) and the component (B).

  In the diacetal composition of the present invention, the content of component (B) is preferably 0.1 to 10% by weight, more preferably 1 to 5%, based on the total weight of component (A) and component (B). % By weight. Within this range, significant odor generation and the effect of suppressing the transfer of odor and taste are observed. When the component (B) is used in an amount exceeding 10% by weight, the effect of suppressing the further generation of aldehyde is hardly recognized, and the odor of the component (B) may be increased.

  In the diacetal composition of the present invention, the content of component (A) is preferably 90 to 99.9% by weight, more preferably 99 to 95, based on the total weight of component (A) and component (B). The content of the component (A) and the component (B) is 100% by weight in total.

  In the diacetal composition of the present invention, the combination of the component (A) and the component (B) is not particularly limited as long as the effects of the present invention can be obtained. For example, the following combinations are preferable representatives. Take as an example.

For example, component (A): 1,3: 2,4-bis-O-benzylidene-D-sorbitol, 1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol, 1, Selected from the group consisting of 3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol and 1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol At least one selected from
Ingredient (B): sorbitan monomyristate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monoisostearate, sorbitan monooleate, sorbitan trimyristate, sorbitan tripalmitate, sorbitan tristearate, sorbitan triisostearate , Sorbitan trioleate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monomyristate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monopalmitate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monostearate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monoisostearate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan monooleate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan trimyristate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan tripalmitate,
Polyoxyethylene (ethylene oxide average addition mole number: 5-20) sorbitan tristearate,
Combinations with at least one selected from polyoxyethylene (ethylene oxide average addition mole number: 5 to 20) sorbitan triisostearate and polyoxyethylene (ethylene oxide average addition mole number: 5 to 20) sorbitan trioleate are recommended. The

More specifically, 1,3: 2,4-bis-O-benzylidene-D-sorbitol + sorbitan monomyristate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + sorbitan monopalmitate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + sorbitan monostearate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + sorbitan monoisostearate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + sorbitan monooleate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + sorbitan tristearate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + sorbitan triisostearate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan monostearate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan monoisostearate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan tristearate,
1,3: 2,4-bis-O-benzylidene-D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan triisostearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan monomyristate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan monopalmitate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan monostearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan monoisostearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan monooleate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan tristearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan triisostearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan monostearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of ethylene oxide added: 5 to 20) sorbitan monoisostearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of ethylene oxide added: 5 to 20) sorbitan tristearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan triisostearate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + sorbitan monomyristate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + sorbitan monopalmitate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + sorbitan monostearate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + sorbitan monoisostearate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + sorbitan monooleate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + sorbitan tristearate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + sorbitan triisostearate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of ethylene oxide added: 5 to 20) sorbitan monostearate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan monoisostearate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan tristearate,
1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of added ethylene oxide: 5 to 20) sorbitan triisostearate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + sorbitan monomyristate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + sorbitan monopalmitate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + sorbitan monostearate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + sorbitan monoisostearate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + sorbitan monooleate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + sorbitan tristearate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + sorbitan triisostearate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of ethylene oxide added: 5 to 20) sorbitan stearate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of ethylene oxide added: 5 to 20) sorbitan isostearate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of ethylene oxide added: 5 to 20) sorbitan tristearate,
1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol + polyoxyethylene (average number of moles of ethylene oxide added: 5 to 20) sorbitan triisostearate 1,3: 2, 4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan monomyristate + sorbitan monopalmitate + sorbitan monostearate,
1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan monostearate + sorbitan tristearate,
Examples include 1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol + sorbitan trimyristate + sorbitan tripalmitate + sorbitan tristearate.

  The manufacturing method of the diacetal composition of this invention comprises the process of mixing the said component (A) and component (B), It is characterized by the above-mentioned. Such a mixing method is not particularly limited as long as a desired diacetal composition is obtained.

For example, the following method is exemplified:
(i) A method of mixing component (B) in the course of producing the diacetal according to a conventionally known diacetal production method represented by the general formula (1) (for example, the method described in JP-A-2-231488),
(ii) A method of mixing (dry blending) the component (A) and the component (B) using a known mixing device such as a Henschel mixer, a V blender, or a ribbon blender,
(iii) Into a dispersion medium such as methanol, ethanol or the like lower alcohols having 1 to 3 carbon atoms or water, add component (A) and component (B), and stir and mix at room temperature or under heating. A method of distilling off the dispersion medium after making it into a swelled or swollen state,
(iv) After component (A) is placed in a dispersion medium such as C1-C3 lower alcohols such as methanol and ethanol, water, etc., and stirred at room temperature or under heating to form a slurry or swollen state A method in which the component (B) is added as it is or in the form of a solution of a lower alcohol having 1 to 3 carbon atoms such as methanol or ethanol or water and mixed, and then the dispersion medium is distilled off.

  The addition time of component (B) in the mixing method (i) is preferably when the reaction system is in a neutral state after completion of the diacetalization reaction between sorbitol and the benzaldehyde. The amount of the dispersion medium used in the mixing method (iii) and (iv) is preferably 5 to 200 parts by weight, more preferably 10 to 100 parts by weight, with respect to 10 parts by weight of the component (A). The mixing temperature in the presence of the dispersion medium is usually 20 to 100 ° C, preferably 50 to 80 ° C.

  As a preferable method for producing a diacetal composition, the above methods (i), (iii) and (iv) are recommended. By these methods, the effect of the present invention is more easily exhibited.

  The diacetal composition of the present invention thus obtained can be pulverized and crushed or granulated, molded, classified, etc., if necessary.

  The form of the diacetal composition of the present invention is powdery or granular. As a granular form, various forms, such as a granular form, a spherical form, a cylindrical form, and a pellet form, can be taken.

  The diacetal composition of the said form can be manufactured using a well-known granulator, a grinder, a crusher, a classifier, etc. For example, for granulators, dry or wet extrusion granulators, mixed agitation granulators, tablet machines, dry compression roll granulators, spherical granulators, pin mills, jet mills, pulverizers, cutter mills Examples of hammer mills, planar crushers, flake crushers, nibblers, and classifiers include vibrating sieve machines and wind classifiers.

  The diacetal composition obtained by the above production method is characterized in that the odor and taste transferability generated from the diacetal represented by the general formula (1) is suppressed.

  Accordingly, the present invention provides a method for suppressing aldehyde generation by thermal decomposition of the diacetal, comprising adding the component (B) to the diacetal represented by the general formula (1), or an odor generated from the diacetal and It also provides a method of suppressing taste transferability.

  Further, the present invention provides the above components for suppressing the transfer of odor and taste generated from the diacetal represented by the general formula (1), or for suppressing the generation of aldehyde due to thermal decomposition of the diacetal. It also provides the use of (B).

Nucleating agent for polyolefin resin The nucleating agent for polyolefin resin of the present invention is the diacetal composition itself of the present invention, or is obtained by adding the following modifier for polyolefin resin to the diacetal composition.

  The nucleating agent is extremely useful as a nucleating agent for polyolefin resins because the amount of aldehydes generated and the decrease in nucleating agent characteristics due to the thermal history of the diacetal composition constituting the nucleating agent are extremely small.

  The nucleating agent for polyolefin resin according to the present invention is obtained by appropriately adding a conventionally known modifying agent for polyolefin resin to the above-mentioned diacetal composition within a range not impairing the effects of the present invention, depending on the purpose of use and its use. There may be.

  Examples of the polyolefin resin modifier include various additives described in “Polylist Additives Manual” (January 2002) edited by the Sanitation Council for Polyolefins.

  Specifically, 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, Mg, Zn) salts having 8 to 22 carbon atoms, higher aliphatic alcohols having 8 to 22 carbon atoms, Polyglycol, ester of higher fatty acid having 4 to 22 carbon atoms and aliphatic monohydric alcohol having 4 to 18 carbon atoms, higher fatty acid amide having 8 to 22 carbon atoms, silicone oil, rosin derivative, etc.), filler (talc, Hydrotalcite, mica, zeolite, perlite, diatomaceous earth, calcium carbonate, glass fiber, etc.), foaming agent, firing aid, polymer additive, plasticizer Dialkyl phthalates, dialkyl hexahydrophthalate, etc.), crosslinking agents, crosslinking accelerators, antistatic agents, flame retardants, dispersing agents, pigments of an organic inorganic, processing aids, and various additives such as other nucleating agents are exemplified.

  When these polyolefin resin modifiers are used, the amount used thereof may be used in a range that is usually used as long as the effects of the present invention are not impaired, but with respect to 100 parts by weight of component (A), Preferably it is used at about 0.005 to 100 parts by weight, more preferably about 0.01 to 50 parts by weight.

  In particular, the antioxidant has an effect of improving the storage stability of the diacetal composition of the present invention. When the antioxidant is used for the purpose of improving the storage stability, the amount used is preferably 0.01 to 5 parts by weight, more preferably 0.005 parts by weight with respect to 100 parts by weight of the component (A). 03 to 3 parts by weight.

  Examples of such antioxidants include phenol-based antioxidants, phosphite-based compounds, sulfur-based antioxidants, and the like. Specifically, 2,6-di-t-butylphenol, n-octadecyl-3- (3 ′, 5′-di-t-butyl-4′-hydroxyphenyl) propionate, tetrakis [methylene-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate] methane, tris (3 , 5-di-t-butyl-4-hydroxybenzyl) isocyanurate, 4,4′-butylidene-bis (3-methyl-6-tert-butylphenol), triethylene glycol-bis- [3- (3-t -Butyl-4-hydroxy-5-methylphenyl) propionate] and the like. Among these, tetrakis [methylene-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate] methane is recommended.

  When blending these modifiers for polyolefins, the mixing method is not particularly limited as long as it can be uniformly mixed at a practical level. For example, a method of producing a uniform mixture by dry blending as described above is exemplified.

Polyolefin resin composition The polyolefin resin composition of the present invention is obtained by adding the diacetal composition of the present invention alone to a polyolefin resin or by separately adding the diacetal composition of the present invention and a modifier for polyolefin resin. Or a polyolefin resin nucleating agent comprising the diacetal composition of the present invention and a polyolefin modifier can be added to the polyolefin resin.

For example, the following method can be illustrated:
(a) Polyolefin resin (powder, granules, flakes or pellets), the diacetal composition of the present invention and, if necessary, the polyolefin resin modifier (or the diacetal composition of the present invention and the polyolefin modifier). A polyolefin resin nucleating agent) and a conventional blender such as a Henschel mixer, a V blender, a ribbon blender, etc. to produce a dry blend type polyolefin resin composition,
(b) This dry blend type polyolefin resin composition is melt-kneaded at a desired temperature using a conventional kneader, for example, a uniaxial or biaxial extruder, and the extruded strand is cooled. A method for producing a pellet type polyolefin resin composition by cutting a cooled strand,
(c) A method for producing a masterbatch pellet type polyolefin resin composition having a high diacetal composition content (about 2 to 15% by weight).

  The diacetal composition content in the polyolefin resin composition of the present invention can be appropriately selected within the range in which the effects of the present invention can be obtained, but is usually preferably 0.05 to 100 parts by weight with respect to 100 parts by weight of the polyolefin resin. It is recommended that it be 3 parts by weight, more preferably 0.07 to 1 part by weight. A significant effect of the present invention can be obtained within this range.

  Examples of the polyolefin resin according to the present invention include polyethylene resins, polypropylene resins, polybutene resins, polymethylpentene resins, and polybutadiene resins.

  Specifically, high density polyethylene, medium density polyethylene, linear polyethylene, ethylene content of 50% by weight or more, preferably 70% by weight or more, ethylene copolymer, propylene homopolymer, propylene of 50% by weight or more, preferably 70% by weight The above propylene copolymer, butene homopolymer, butene content of 50 wt% or more, preferably 70 wt% or more of butene copolymer, methylpentene homopolymer, methylpentene content of 50 wt% or more, preferably 70 wt% or more of methylpentene copolymer, Examples include polybutadiene. The copolymer may be a random copolymer or a block copolymer. Furthermore, when these resins have stereoregularity, they may be isotactic or syndiotactic.

  As the comonomer that can constitute the copolymer, specifically, an α-olefin having 2 to 12 carbon atoms such as ethylene, propylene, butene, pentene, hexene, heptene, octene, nonene, decene, undecene, dodecene, 1,4- Examples include bicyclo type monomers such as endomethylenecyclohexene, (meth) acrylic acid esters such as methyl (meth) acrylate and ethyl (meth) acrylate, and vinyl acetate.

  As a catalyst applied for producing such a polymer, not only a Ziegler-Natta type catalyst generally used but also a transition metal compound (for example, a titanium halide such as titanium trichloride and titanium tetrachloride) is chlorinated. A catalyst system or metallocene catalyst comprising a combination of a catalyst formed on a carrier mainly composed of magnesium halide such as magnesium and an alkylaluminum compound (triethylaluminum, diethylaluminum chloride, etc.) can also be used.

  The melt flow rate of the polyolefin resin according to the present invention (hereinafter abbreviated as “MFR”. JIS K 7210-1999) is appropriately selected depending on the molding method to be applied, but is usually 0.01 to 200 g / 10 minutes, preferably 0.05 to 100 g / 10 min is recommended.

  If necessary, the polyolefin resin composition of the present invention may be appropriately added with the above-described conventionally known modifier for polyolefin resin as long as the effects of the present invention are not impaired, depending on the purpose of use and use thereof. it can. When the modifier is used, if the modifier is contained in the polyolefin resin nucleating agent of the present invention, it is preferable to adjust the amount used.

  The polyolefin resin composition of the present invention thus obtained produces a polyolefin resin molded article in which generation of aldehyde during molding processing and migration of aldehyde odor and taste in the final molded product are suppressed, and excellent in transparency and the like. It is a novel and useful polyolefin resin composition.

  Therefore, the present invention is a method for suppressing odor generated from the diacetal in the polyolefin resin composition containing the diacetal represented by the general formula (1), or a method for suppressing aldehyde generation due to thermal decomposition of the diacetal. The diacetal composition of the present invention alone is added to the polyolefin resin, or the diacetal composition of the present invention and the polyolefin modifier are separately added to the polyolefin resin, or the diacetal composition of the present invention is added. And a polyolefin resin nucleating agent comprising a polyolefin and a polyolefin modifying agent is added to the polyolefin resin.

  Similarly, in the polyolefin resin composition containing the diacetal represented by the general formula (1), the present invention is for suppressing the transfer of odor and taste generated from the diacetal, or by thermal decomposition of the diacetal. The present invention also provides use of the diacetal composition of the present invention or the nucleating agent for polyolefin resin for suppressing aldehyde generation.

  The amount of the diacetal composition used in the method for suppressing aldehyde generation or the use for suppressing aldehyde generation can be appropriately selected within the range in which the effect of the present invention can be obtained, but is usually 100 parts by weight of polyolefin resin. It is recommended that the amount be 0.05 to 3 parts by weight, more preferably 0.07 to 1 part by weight.

Polyolefin resin molded article 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 conventional molding method. When molding the resin composition according to the present invention, any of the conventionally known molding methods such as injection molding, extrusion molding, blow molding, pressure molding, rotational molding, film molding and the like can be adopted. The molding conditions can be appropriately selected from a wide range of conventionally employed conditions.

  The polyolefin resin composition according to the present invention is conventionally applied in the same field as a polyolefin resin composition obtained by blending diacetal as a nucleating agent and used as a molded body. If necessary, the polyolefin resin modifier may be added.

  Compared to a molded article molded from a resin composition containing a conventional diacetal, the polyolefin resin molded article of the present invention suppresses the generation of aldehydes during the molding process, so that odor is generated during the molding process. Few.

  Therefore, in the present invention, the diacetal composition of the present invention is blended in a polyolefin resin, or a nucleating agent comprising the diacetal composition and a modifier for polyolefin resin is blended in a polyolefin resin, or the diacetal composition And a polyolefin resin modifier are separately blended in a polyolefin resin, and the resulting resin composition is molded, and a method for suppressing aldehyde-derived odor generated from diacetal during molding of a polyolefin resin is provided. It is also a thing.

  Moreover, since the amount of aldehydes is greatly reduced in the molded article of the present invention, the odor and taste migration due to the aldehydes is reduced. And the polyolefin resin molding of this invention is excellent also in transparency.

  In particular, the molded article of the present invention having the form of a container or a packaging material is useful as a container or packaging material for foods, cosmetics or pharmaceuticals. Accordingly, the present invention is a container or packaging material for foods, cosmetics or pharmaceuticals, which is composed of the polyolefin resin molded body of the present invention, and that the odor and taste migration generated from diacetal is suppressed. It also provides a characteristic container or packaging material.

  Thus, the polyolefin resin molded product of the present invention can be used particularly advantageously in the fields of food packaging materials and food containers, cosmetic containers, pharmaceutical containers and the like. Of course, it can be used in other fields. More specifically, disposable syringes sterilized by heat, radiation, etc., medical devices such as infusion / blood transfusion sets, blood collection devices; packaging of food / plants sterilized by radiation, etc .; clothing cases and clothing storage Cases such as containers for foods; Cups for hot filling foods, packaging containers for retort foods; Containers for microwave ovens; Cans and bottles for beverages such as juice and tea, cosmetics, pharmaceuticals, shampoos, etc. Containers for seasonings such as miso and soy sauce and caps; Cases and containers for food such as water, rice, bread and pickles. Furthermore, the polyolefin resin molded product of the present invention is also suitable as a material for miscellaneous goods such as refrigerator cases and the like; stationery; electrical / mechanical parts; automotive parts and the like.

  Further, as described above, when the polyolefin resin molded product of the present invention is used as a container or packaging material for foods, beverages, cosmetics or pharmaceuticals, the odor and taste generated from diacetal are contained from the container or packaging material. Transition to existing foods, beverages, cosmetics or pharmaceuticals is suppressed. Therefore, in the present invention, the diacetal composition of the present invention is blended in a polyolefin resin, or a nucleating agent comprising the diacetal composition and a modifier for polyolefin resin is blended in a polyolefin resin, or the diacetal composition And the polyolefin resin modifier are separately blended into the polyolefin resin, and the contents such as food, beverages, cosmetics, and pharmaceuticals are contained in a packaging material or container obtained by molding the resulting resin composition. The present invention also provides a method for suppressing the transfer of odor and taste generated from diacetal to the contents.

  The amount of the diacetal composition used in the polyolefin resin molded product of the present invention can be appropriately selected within the range in which the effects of the present invention can be obtained, but is usually preferably 0.05 with respect to 100 parts by weight of the polyolefin resin. It is recommended that it be ˜3 parts by weight, more preferably 0.07 to 1 part by weight.

  EXAMPLES Hereinafter, although an Example and a comparative example are given and this invention is demonstrated in detail, this invention is not limited to these Examples.

  In the following Examples and Comparative Examples, odor evaluation of polyolefin resin pellets by dry method, crystallization temperature (Tc) measurement method, haze value measurement method, odor evaluation of injection molded products by dry method, injection molding by wet method The odor evaluation of the product, the amount of aldehyde in the injection molded product, and the taste evaluation of the injection molded product were performed by the following methods.

Odor evaluation of polyolefin resin pellets by dry method 60 g of polyolefin resin pellets (resin composition) obtained in Examples and Comparative Examples were sealed in a 225 ml glass bottle and left in a constant temperature bath at a predetermined temperature for 2 hours. Cooled down. Immediately after cooling, the odor intensity was judged by 10 panelists. The judgment criteria of the panelists were 0 points = no unpleasant odor, 1 point = slightly unpleasant odor, 2 points = clearly unpleasant odor, 3 points = strong unpleasant odor, and the total value of 10 persons was evaluated. The lower the numerical value of odor evaluation, the lower the odor transferability.

  In addition, the said predetermined temperature is 80 degreeC in Examples 1-11 and Comparative Examples 1-7, and is 40 degreeC in Examples 12, 13 and Comparative Examples 8-11.

Evaluation of Odor of Injection Molded Product by Dry Method After sealing 20 g of a test piece obtained by injection molding in Examples and Comparative Examples in a 225 ml glass bottle, the sample was left in a constant temperature bath for 2 hours and then cooled to room temperature. . Immediately after cooling, the odor intensity was judged by 10 panelists. The judgment criteria in the panelists were 0 points = no unpleasant odor, 1 point = slightly unpleasant odor, 2 points = clearly unpleasant odor, 3 points = strong unpleasant odor, and the odor evaluation was performed with a total of 10 persons. The lower the numerical value of odor evaluation, the lower the odor transferability.

  In addition, the said predetermined temperature is synonymous with the predetermined temperature in "Odor evaluation of the polyolefin resin pellet by a dry method".

Odor evaluation of injection molded products by wet method In test examples and comparative examples, 20 g of test pieces obtained by injection molding and 140 g of deionized water were sealed in a 225 ml glass bottle and left in a constant temperature bath at a predetermined temperature for 2 hours. After cooling to room temperature, the obtained aqueous solution was used as a sample for evaluation.

  Immediately after the preparation of the sample for evaluation, the intensity of odor was judged by 10 panelists. The judgment criteria in the panelists were 0 points = no unpleasant odor, 1 point = slightly unpleasant odor, 2 points = clearly unpleasant odor, 3 points = strong unpleasant odor, and the odor evaluation was performed with a total of 10 persons. The lower the numerical value of odor evaluation, the lower the odor transferability.

  In addition, the said predetermined temperature is synonymous with the predetermined temperature in "Odor evaluation of the polyolefin resin pellet by a dry method".

Aldehyde amount in injection molded product The amount of aldehyde contained in the sample for evaluation was quantified using high performance liquid chromatography. The amount of aldehyde was expressed in terms of μg / PPg, that is, converted to the number of micrograms per 1 g of the test piece. The smaller the measured value, the smaller the amount of aldehyde contained in the injection molded product.

Taste Evaluation of Injection Molded Product 10 ml of the sample for evaluation described above was put in a glass cup, and taste evaluation was performed by 10 panelists. Taste evaluation of the samples for evaluation obtained in Examples 1 to 8, 10, 11 and Comparative Examples 1 to 4 is performed in comparison with the sample for evaluation of Comparative Example 6 which is a control sample. The taste evaluation of the evaluation sample obtained in Comparative Example 5 was performed in comparison with the evaluation sample of Comparative Example 7 which is a control sample. The criterion was 0 point = not different from the control sample at all, 1 point = slightly different from the control sample, 2 point = slightly different from the control sample, and expressed as a total value of 10 points. The lower the taste evaluation value, the smaller the taste transferability.

Method for Measuring Crystallization Temperature (Tc) The crystallization temperature of test pieces obtained by injection molding in Examples and Comparative Examples was measured using a differential scanning calorimeter (trade name “DSC7”, manufactured by PerkinElmer) in accordance with JIS. It measured according to K7121. The higher the Tc, the faster the crystallization speed and the shorter the molding cycle time.

Measuring method of haze value (%) According to JIS K7136 (2000), the haze value of a test piece (thickness: 1 mm) obtained by injection molding in Examples and Comparative Examples was measured using a haze meter manufactured by Toyo Seiki Seisakusho. Measured. The smaller the numerical value obtained, the better the transparency.

Example 1
(A) 1,3: 2,4-bis-O- (p-methylbenzylidene) -D-sorbitol (hereinafter abbreviated as “Me-DBS”) and (B) sorbitan monopalmitate in methanol (Me The mixture was stirred under reflux conditions for 1 hour in 6 times the weight of DBS) to obtain a white paste-like mixture. The component (B) (sorbitan monopalmitate) was used in an amount of 1% by weight based on the total amount of the component (A) Me-DBS and the component (B).

  Next, most of the methanol was removed under reduced pressure, followed by vacuum drying at 133 Pa and 80 ° C. for 4 hours. Next, the dried product was pulverized and sieved with a 70 mesh sieve to obtain a powdery diacetal composition (nucleating agent for polyolefin resin) of the present invention.

  100 parts by weight of an isotactic random polypropylene resin having an ethylene content of 3.0% by weight (MFR = 20 g / 10 minutes, hereinafter abbreviated as “r-PP”), 0.2 parts by weight of the diacetal composition, tetrakis [ Methylene-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate] methane (trade name: Irganox 1010, manufactured by Ciba Specialty Chemicals) and 0.05 parts by weight of calcium stearate Parts were dry-mixed with a Henschel mixer, and the obtained dry-type mixture was melt-kneaded and pelletized using a single-screw extruder with a diameter of 25 mm set at a resin temperature of 240 ° C. to give a pellet-shaped polyolefin resin composition of the present invention. Obtained. About the obtained pellet, the odor evaluation by the dry method was performed, and the evaluation result is shown in Table 1.

  Next, the obtained pellets were injection-molded under the conditions of a resin temperature of 240 ° C. and a mold temperature of 40 ° C. to obtain a polyolefin resin molded body of the present invention (50 mm × 100 mm × 1 mm size test piece).

  About the obtained test piece, the odor evaluation by the dry method and the wet method, taste evaluation, and the measurement of aldehyde amount, crystallization temperature (Tc), and haze value (%) were performed. The evaluation results are shown in Table 1.

Examples 2-5
The diacetal composition of the present invention was carried out in the same manner as in Example 1 except that the component (B) (sorbitan fatty acid ester or polyoxyethylene sorbitan fatty acid ester) shown in Table 1 was used instead of sorbitan monopalmitate. A pellet-shaped polyolefin resin composition and a polyolefin resin molded product were obtained. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 1.

  In addition, “polyoxyethylene (EO6) monostearate” described in Table 1 represents polyoxyethylene (ethylene oxide average added mole number: 6) monostearate, and “polyoxyethylene (EO20) tristearate”. Represents polyoxyethylene (ethylene oxide average added mole number: 20) tristearate.

Example 6
The diacetal of the present invention was prepared in the same manner as in Example 2 except that 1,3: 2,4-bis-O-benzylidene-D-sorbitol (hereinafter abbreviated as “DBS”) was used instead of Me-DBS. A composition, a pellet-shaped polyolefin resin composition, and a polyolefin resin molded body were obtained. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 1.

Example 7
Example 3 was used except that 1,3: 2,4-bis-O- (p-ethylbenzylidene) -D-sorbitol (hereinafter abbreviated as “Et-DBS”) was used in place of Me-DBS. The diacetal composition, pellet-shaped polyolefin resin composition, and polyolefin resin molded product of the present invention were obtained. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 1.

Example 8
Implemented except that 1,3: 2,4-bis-O- (3,4-dimethylbenzylidene) -D-sorbitol (hereinafter abbreviated as “3,4-DMDBS”) was used in place of Me-DBS. It carried out like Example 2 and obtained the diacetal composition of this invention, the pellet-shaped polyolefin resin composition, and the polyolefin resin molding. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 1.

Example 9
The diacetal composition of the present invention was carried out in the same manner as in Example 2 except that isotactic homopolypropylene resin (MFR = 30 g / 10 min, hereinafter abbreviated as “h-PP”) was used instead of r-PP. A pellet-shaped polyolefin resin composition and a polyolefin resin molded body were obtained. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 1.

Examples 10 and 11
Except having changed the usage-amount of the component (B) in the diacetal composition of this invention into the quantity of Table 1, it carried out similarly to Example 2 and obtained the pellet-shaped polyolefin resin composition and the polyolefin resin molding. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 1.

Comparative Examples 1-4
In place of the diacetal composition of the present invention, the same procedure as in Example 1 was carried out except that a comparative nucleating agent consisting only of component (A) listed in Table 2 was used (that is, component (B) was not used). A comparative pellet-shaped polyolefin resin composition and a polyolefin resin molded body were obtained. Each of these evaluation items was evaluated, and the obtained evaluation results are shown in Table 2.

Comparative Example 5
Instead of the diacetal composition of the present invention, a comparative nucleating agent consisting only of the component (A) described in Table 2 is used (that is, the component (B) is not used), and instead of r-PP. Except having used h-PP, it carried out similarly to Example 1 and obtained the pellet-like polyolefin resin composition and polyolefin resin molding for a comparison. Each of these evaluation items was evaluated, and the obtained evaluation results are shown in Table 2.

Comparative Example 6
Except not using the diacetal composition of this invention, it carried out like Example 1 and obtained the pellet-like polyolefin resin and polyolefin resin molding for a comparison. Each of these evaluation items was evaluated, and the obtained evaluation results are shown in Table 2.

Comparative Example 7
Except not using the diacetal composition of this invention, it carried out like Example 9 and obtained the pellet-like polyolefin resin and polyolefin resin molding for comparison. Each of these evaluation items was evaluated, and the obtained evaluation results are shown in Table 2.

Example 12
The diacetal composition obtained in Example 2 was added to 100 parts by weight of a linear low density polyethylene resin (density = 0.926 g / cm ³ , MFR = 20 g / 10 minutes, hereinafter abbreviated as “LLDPE”). 2 parts by weight and 0.05 part by weight of calcium stearate were mixed with a Henschel mixer, then melt-kneaded using a single-screw extruder with a diameter of 25 mm set at a resin temperature of 200 ° C. to be pelletized, and the polyolefin of the present invention in the form of pellets A resin composition was obtained. The resulting pellet was subjected to dry odor evaluation, and the evaluation results are shown in Table 3.

  Next, the obtained pellet was injection-molded under the conditions of a resin temperature of 200 ° C. and a mold temperature of 30 ° C. to obtain a polyolefin resin molded body of the present invention (50 mm × 100 mm × 1 mm size test piece). About the obtained test piece, the odor evaluation by the dry method, the aldehyde amount, the crystallization temperature (Tc), and the haze value (%) were measured. The evaluation results are shown in Table 3. However, the temperature of the thermostatic chamber in each odor evaluation is 40 ° C.

Example 13
The same procedure as in Example 12 was performed except that high-density polyethylene resin (density = 0.967 g / cm ³ , MFR = 6.7 g / 10 minutes, hereinafter abbreviated as “HDPE”) was used instead of LLDPE. The diacetal composition of invention, the pellet-like polyolefin resin composition, and the polyolefin resin molding were obtained. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 3.

Comparative Example 8
A pellet for comparison was carried out in the same manner as in Example 12 except that Me-DBS (comparative nucleating agent) to which the component (B) shown in Table 3 was not added was used instead of the diacetal composition of the present invention. A polyolefin resin composition and a polyolefin resin molded product were obtained. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 3.

Comparative Example 9
Except having used HDPE instead of LLDPE, it carried out similarly to the comparative example 8, and obtained the pellet-like polyolefin resin composition for comparison and the polyolefin resin molding. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 3.

Comparative Example 10
Except not using the diacetal composition of this invention, it carried out like Example 12 and obtained the pellet-like polyolefin resin and polyolefin resin molding for a comparison. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 3.

Comparative Example 11
Except that HDPE was used instead of LLDPE, the same procedure as in Example 12 was performed to obtain a comparative pellet-like polyolefin resin and a polyolefin resin molded product. Each evaluation item was evaluated, and the obtained evaluation results are shown in Table 3.

When the diacetal composition of the present invention is used as a nucleating agent for polyolefin resin, the amount of aldehydes generated during molding and the amount of aldehydes contained in the final molded product are greatly suppressed, and odor and taste transferability In addition, a polyolefin resin molded article having excellent transparency can be obtained.

Claims (17)

(A) General formula (1)

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
At least one diacetal represented by:
(B) A granular or powdery diacetal composition comprising at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester. The granular or powdery diacetal composition according to claim 1, wherein the content of component (B) is 0.1 to 10% by weight based on the total amount of component (A) and component (B). Component (B) is sorbitan C ₈ -C ₂₂ fatty acid monoester, sorbitan C ₈ -C ₂₂ fatty acid triester, polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid monoester, and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid The granular or powdery diacetal composition according to claim 1 or 2, which is at least one selected from the group consisting of triesters. (a) The diacetal composition according to any one of claims 1 to 3, or
(b) A polyolefin resin nucleating agent comprising the diacetal composition according to any one of claims 1 to 3 and a polyolefin resin modifier. (a) The diacetal composition and polyolefin resin according to any one of claims 1 to 3, or
(b) containing the diacetal composition according to any one of claims 1 to 3, a polyolefin resin modifier and a polyolefin resin,
A polyolefin resin composition characterized in that migration of odor and taste generated from diacetal is suppressed.   The polyolefin resin composition of Claim 5 which contains 0.05-3 weight part of diacetal compositions with respect to 100 weight part of polyolefin resin.   A polyolefin resin molded article obtained by molding the polyolefin resin composition according to claim 5 or 6, wherein odor and taste transferability generated from diacetal is suppressed.   A container or packaging material for foods, beverages, cosmetics or pharmaceuticals, which is composed of the polyolefin resin molded product according to claim 7, wherein odor and taste migration generated from diacetal is suppressed. Container or packaging material. (A) General formula (1)

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
The odor and taste migratory inhibitor generated from the diacetal represented by:
(B) A diacetal odor and taste transfer inhibitor characterized by comprising at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester.   Component (B) is sorbitan monolaurate, sorbitan monomyristate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monoisostearate, sorbitan monobehenate, sorbitan monooleate, sorbitan trilaurate, sorbitan trimyristate Sorbitan tripalmitate, sorbitan tristearate, sorbitan triisostearate, sorbitan tribehenate, sorbitan trioleate, polyoxyethylene (average number of moles of ethylene oxide added: 2 to 30) sorbitan monolaurate, polyoxyethylene ( Ethylene oxide average addition moles: 2-30) sorbitan monomyristate, polyoxyethylene (ethylene oxide average addition moles: 2-30) sorbitan monopalmitate, poly Xylethylene (ethylene oxide average addition moles: 2 to 30) sorbitan monostearate, polyoxyethylene (ethylene oxide average addition moles: 2 to 30) sorbitan monoisostearate, polyoxyethylene (ethylene oxide average addition moles: 2 to 30) ) Sorbitan monobehenate, polyoxyethylene (ethylene oxide average addition moles: 2-30) sorbitan monooleate, polyoxyethylene (ethylene oxide average addition moles: 2-30) sorbitan trilaurate, polyoxyethylene (ethylene oxide average addition) Mole number: 2 to 30) sorbitan trimyristate, polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan tripalmitate, polyoxyethylene (ethylene oxide average addition) Number of moles: 2-30) sorbitan tristearate, polyoxyethylene (average number of moles of ethylene oxide added: 2-30) sorbitan triisostearate, polyoxyethylene (average number of moles of ethylene oxide added: 2-30) sorbitan tribehe The odor and taste migration inhibitor according to claim 9, which is at least one selected from the group consisting of nate and polyoxyethylene (average number of moles of added ethylene oxide: 2 to 30) sorbitan trioleate. (A) General formula (1)

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
A method for suppressing aldehyde generation by thermal decomposition of at least one diacetal represented by:
(B) characterized in that at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester is added to the diacetal represented by the general formula (1) how to.   Component (B) is sorbitan monolaurate, sorbitan monomyristate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monoisostearate, sorbitan monobehenate, sorbitan monooleate, sorbitan trilaurate, sorbitan trimyristate Sorbitan tripalmitate, sorbitan tristearate, sorbitan triisostearate, sorbitan tribehenate, sorbitan trioleate, polyoxyethylene (average number of moles of ethylene oxide added: 2 to 30) sorbitan monolaurate, polyoxyethylene ( Ethylene oxide average addition moles: 2-30) sorbitan monomyristate, polyoxyethylene (ethylene oxide average addition moles: 2-30) sorbitan monopalmitate, poly Xylethylene (ethylene oxide average addition moles: 2 to 30) sorbitan monostearate, polyoxyethylene (ethylene oxide average addition moles: 2 to 30) sorbitan monoisostearate, polyoxyethylene (ethylene oxide average addition moles: 2 to 30) ) Sorbitan monobehenate, polyoxyethylene (ethylene oxide average addition moles: 2-30) sorbitan monooleate, polyoxyethylene (ethylene oxide average addition moles: 2-30) sorbitan trilaurate, polyoxyethylene (ethylene oxide average addition) Mole number: 2 to 30) sorbitan trimyristate, polyoxyethylene (ethylene oxide average addition mole number: 2 to 30) sorbitan tripalmitate, polyoxyethylene (ethylene oxide average addition) Number of moles: 2-30) sorbitan tristearate, polyoxyethylene (average number of moles of ethylene oxide added: 2-30) sorbitan triisostearate, polyoxyethylene (average number of moles of ethylene oxide added: 2-30) sorbitan tribehe The method according to claim 11, which is at least one selected from the group consisting of nate and polyoxyethylene (average number of moles of added ethylene oxide: 2 to 30) sorbitan trioleate. (A) General formula (1)

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
At least one diacetal represented by:
(B) blending a polyolefin resin with a diacetal composition consisting of at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester, or
A nucleating agent composed of the diacetal composition and a polyolefin resin modifier is blended in the polyolefin resin, or
Compounding the diacetal composition and the polyolefin resin modifier separately into the polyolefin resin,
A method for suppressing an odor generated from a diacetal during molding of a polyolefin resin, which comprises molding the resulting resin composition.   The method according to claim 13, wherein the diacetal composition is used in an amount of 0.05 to 3 parts by weight based on 100 parts by weight of the polyolefin resin. (A) General formula (1)

[Wherein, R ¹ and R ² are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkoxycarbonyl group having 1 to 4 carbon atoms, or a halogen atom. Represents an atom. m and n each represent an integer of 1 to 5. p represents 0 or 1; When m is 2, two R ¹ groups may be bonded to each other to form a tetralin ring together with the benzene ring to which they are bonded, and when n is 2, the two R ² groups are A tetralin ring may be formed together with a benzene ring to which they are bonded. ]
At least one diacetal represented by:
(B) blending a polyolefin resin with a diacetal composition consisting of at least one selected from the group consisting of sorbitan C ₈ -C ₂₂ fatty acid ester and polyoxyethylene sorbitan C ₈ -C ₂₂ fatty acid ester, or
A nucleating agent composed of the diacetal composition and a polyolefin resin modifier is blended in the polyolefin resin, or
Compounding the diacetal composition and the polyolefin resin modifier separately into the polyolefin resin,
A method for suppressing the transfer of odor and taste generated from diacetal to the contents, wherein the contents are accommodated in a packaging material or a container obtained by molding the obtained resin composition.   The method according to claim 15, wherein the content is selected from the group consisting of foods, beverages, cosmetics, and pharmaceuticals.   The method according to claim 15, wherein the diacetal composition is used in an amount of 0.05 to 3 parts by weight based on 100 parts by weight of the polyolefin resin.