JP5914477B2 - 高エチレン選択透過性を有するプラスチックフィルム製造用マスターバッチ及びそのマスターバッチから製造されたプラスチックフィルム - Google Patents
高エチレン選択透過性を有するプラスチックフィルム製造用マスターバッチ及びそのマスターバッチから製造されたプラスチックフィルム Download PDFInfo
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- JP5914477B2 JP5914477B2 JP2013523124A JP2013523124A JP5914477B2 JP 5914477 B2 JP5914477 B2 JP 5914477B2 JP 2013523124 A JP2013523124 A JP 2013523124A JP 2013523124 A JP2013523124 A JP 2013523124A JP 5914477 B2 JP5914477 B2 JP 5914477B2
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- styrene
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- ethylene
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- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims description 45
- 239000005977 Ethylene Substances 0.000 title claims description 45
- 239000002985 plastic film Substances 0.000 title claims description 41
- 229920006255 plastic film Polymers 0.000 title claims description 41
- 239000004594 Masterbatch (MB) Substances 0.000 title claims description 37
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 98
- 239000010457 zeolite Substances 0.000 claims description 88
- 229910021536 Zeolite Inorganic materials 0.000 claims description 86
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 34
- -1 organosilane compound Chemical class 0.000 claims description 23
- 229920001577 copolymer Polymers 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 16
- 238000006884 silylation reaction Methods 0.000 claims description 15
- 239000002245 particle Substances 0.000 claims description 12
- 125000000524 functional group Chemical group 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 230000003993 interaction Effects 0.000 claims description 9
- 229920000098 polyolefin Polymers 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 7
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 7
- 239000000654 additive Substances 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 6
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical group CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
- 239000004793 Polystyrene Substances 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 229920002223 polystyrene Polymers 0.000 claims description 5
- 230000000996 additive effect Effects 0.000 claims description 4
- 239000004698 Polyethylene Substances 0.000 claims description 3
- 239000004743 Polypropylene Substances 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- 229920001155 polypropylene Polymers 0.000 claims description 3
- 239000002981 blocking agent Substances 0.000 claims 1
- 230000035699 permeability Effects 0.000 description 28
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- 150000001282 organosilanes Chemical class 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000007789 gas Substances 0.000 description 9
- 238000012986 modification Methods 0.000 description 7
- 230000004048 modification Effects 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000001125 extrusion Methods 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 229920001684 low density polyethylene Polymers 0.000 description 4
- 239000004702 low-density polyethylene Substances 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000012785 packaging film Substances 0.000 description 3
- 229920006280 packaging film Polymers 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 229920002959 polymer blend Polymers 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 125000005372 silanol group Chemical group 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- GLISOBUNKGBQCL-UHFFFAOYSA-N 3-[ethoxy(dimethyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(C)CCCN GLISOBUNKGBQCL-UHFFFAOYSA-N 0.000 description 2
- FSMHYZUFHYGNHS-UHFFFAOYSA-N 3-[ethoxy-di(propan-2-yl)silyl]propan-1-amine Chemical compound CCO[Si](C(C)C)(C(C)C)CCCN FSMHYZUFHYGNHS-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000006087 Silane Coupling Agent Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- LQJWIXKJNVDYHH-UHFFFAOYSA-N chloro-(3-isocyanatopropyl)-dimethylsilane Chemical compound C[Si](C)(Cl)CCCN=C=O LQJWIXKJNVDYHH-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000000088 plastic resin Substances 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical group C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 229920006132 styrene block copolymer Polymers 0.000 description 1
- 229920001935 styrene-ethylene-butadiene-styrene Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- PYJJCSYBSYXGQQ-UHFFFAOYSA-N trichloro(octadecyl)silane Chemical compound CCCCCCCCCCCCCCCCCC[Si](Cl)(Cl)Cl PYJJCSYBSYXGQQ-UHFFFAOYSA-N 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
- C08J3/226—Compounding polymers with additives, e.g. colouring using masterbatch techniques using a polymer as a carrier
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/06—Pretreated ingredients and ingredients covered by the main groups C08K3/00 - C08K7/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
- C08J2323/04—Homopolymers or copolymers of ethene
- C08J2323/06—Polyethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
- C08J2323/10—Homopolymers or copolymers of propene
- C08J2323/12—Polypropene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2325/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers
- C08J2325/02—Homopolymers or copolymers of hydrocarbons
- C08J2325/04—Homopolymers or copolymers of styrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2453/00—Characterised by the use of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
- C08J2453/02—Characterised by the use of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers of vinyl aromatic monomers and conjugated dienes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
・Betaはベータゼオライト
・Beta-SiRはシリル化反応により改質したベータゼオライト RはPh(フェニル基)及びC8H17(オクチル基)
・SEBSはスチレン含量13%のスチレン-b-(エチレン-ran-ブチレン)-b-スチレンコポリマー
・LDPEは低密度ポリエチレン
* ガス透過率は、100%ガスから、フィルムの逆側にある100%窒素へのガス移動が起こる連続流れ測定により得られた
** エチレン選択性は、酸素透過性に対するエチレン透過性
*** アルミノケイ酸塩を改質するのに通常使われるアルキル鎖を含む有機シランを比較のために選択した
本発明の実施態様の一部を以下の項目1−8に列記する。
[1]
(A)スチレンとエチレン‐ran-ブチレンの含有割合が12:88から14:86の、スチレン-b-(エチレン‐ran-ブチレン)-b-スチレンコポリマー、及び
(B)有機シラン化合物を用いたシリル化反応により表面改質され、かつゼオライトとあわせた前記コポリマー中のゼオライト量が30質量%から70質量%のゼオライト
を含み、前記有機シラン化合物が、次の化学式
[2]
前記ゼオライトがベータゼオライト、ZSM-5ゼオライト、シリカライトゼオライト及びゼオライトCaAからなる群より選ばれる、項目1記載の高エチレン選択透過性を有するプラスチックフィルム製造用マスターバッチ。
[3]
前記ゼオライトがゼオライト1グラムあたり60ミリリットルの(100%エチレン下における)エチレン吸着能を有する、項目2記載の高エチレン選択透過性を有するプラスチックフィルム製造用マスターバッチ。
[4]
前記ゼオライトが0.25から10マイクロメートルの平均粒子サイズ(D 50 )を有する、項目2又は3記載の高エチレン選択透過性を有するプラスチックフィルム製造用マスターバッチ。
[5]
ポリオレフィン及びポリスチレンからなる群より選ばれるポリマー、及び
全体量の3.5質量%から90質量%のマスターバッチ
を含み、前記マスターバッチが
(A)スチレンとエチレン‐ran-ブチレンの含有割合が12:88から14:86の、スチレン-b-(エチレン‐ran-ブチレン)-b-スチレンコポリマー、及び
(B)有機シラン化合物を用いたシリル化反応により表面改質され、かつゼオライトとあわせた前記コポリマー中のゼオライト量が30質量%から70質量%のゼオライト
を含み、前記有機シラン化合物が、次の化学式
[6]
全体量の0.02質量%から5質量%の添加剤をさらに含む、項目5記載の高エチレン選択透過性を有するプラスチックフィルム。
[7]
前記添加剤が、ブロッキング防止剤及び防曇剤の群より選ばれる、項目6記載の高エチレン選択透過性を有するプラスチックフィルム。
[8]
前記ポリオレフィンが、ポリエチレン及びポリプロピレンからなる群より選ばれる、項目5乃至7のいずれかに記載の高エチレン選択透過性を有するプラスチックフィルム。
Claims (8)
- (A)スチレンとエチレン‐ran-ブチレンの含有割合が12:88から14:86の、スチレン-b-(エチレン‐ran-ブチレン)-b-スチレンコポリマー、及び
(B)有機シラン化合物を用いたシリル化反応により表面改質され、かつゼオライトとあわせた前記コポリマー中のゼオライト量が30質量%から70質量%のゼオライト
を含み、前記有機シラン化合物が、次の化学式
- 前記ゼオライトがベータゼオライト、ZSM-5ゼオライト、シリカライトゼオライト及びゼオライトCaAからなる群より選ばれる、請求項1記載のエチレン選択透過性プラスチックフィルム製造用マスターバッチ。
- 前記ゼオライトがゼオライト1グラムあたり60ミリリットルの(100%エチレン下における)エチレン吸着能を有する、請求項2記載のエチレン選択透過性プラスチックフィルム製造用マスターバッチ。
- 前記ゼオライトが0.25から10マイクロメートルの平均粒子サイズ(D50)を有する、請求項2又は3記載のエチレン選択透過性プラスチックフィルム製造用マスターバッチ。
- ポリオレフィン及びポリスチレンからなる群より選ばれるポリマー、及び
全体量の3.5質量%から90質量%のマスターバッチ
を含み、前記マスターバッチが
(A)スチレンとエチレン‐ran-ブチレンの含有割合が12:88から14:86の、スチレン-b-(エチレン‐ran-ブチレン)-b-スチレンコポリマー、及び
(B)有機シラン化合物を用いたシリル化反応により表面改質され、かつゼオライトとあわせた前記コポリマー中のゼオライト量が30質量%から70質量%のゼオライト
を含み、前記有機シラン化合物が、次の化学式
- 全体量の0.02質量%から5質量%の添加剤をさらに含む、請求項5記載のエチレン選択透過性プラスチックフィルム。
- 前記添加剤が、ブロッキング防止剤及び防曇剤の群より選ばれる、請求項6記載のエチレン選択透過性プラスチックフィルム。
- 前記ポリオレフィンが、ポリエチレン及びポリプロピレンからなる群より選ばれる、請求項5乃至7のいずれかに記載のエチレン選択透過性プラスチックフィルム。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
TH1001001199A TH1001001199A (th) | 2010-08-04 | มาสเตอร์แบทช์สำหรับเตรียมฟิล์มพลาสติกที่มีค่าอัตราการซึมผ่านและค่าการเลือกผ่านก๊าซเอทิลีนสูง และฟิล์มพลาสติกที่ทำมาจากมาสเตอร์แบทช์ดังกล่าว | |
TH1001001199 | 2010-08-04 | ||
PCT/TH2011/000028 WO2012026893A1 (en) | 2010-08-04 | 2011-07-22 | Masterbatch for preparing plastic films with high ethylene permselectivity and the plastic films produced therefrom |
Publications (2)
Publication Number | Publication Date |
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JP2013532761A JP2013532761A (ja) | 2013-08-19 |
JP5914477B2 true JP5914477B2 (ja) | 2016-05-11 |
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JP2013523124A Active JP5914477B2 (ja) | 2010-08-04 | 2011-07-22 | 高エチレン選択透過性を有するプラスチックフィルム製造用マスターバッチ及びそのマスターバッチから製造されたプラスチックフィルム |
Country Status (6)
Country | Link |
---|---|
US (1) | US8697777B2 (ja) |
EP (1) | EP2601246B1 (ja) |
JP (1) | JP5914477B2 (ja) |
AU (1) | AU2011293914B2 (ja) |
ES (1) | ES2627613T3 (ja) |
WO (1) | WO2012026893A1 (ja) |
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WO2018189919A1 (ja) * | 2017-04-10 | 2018-10-18 | 株式会社アドマテックス | 樹脂組成物用フィラー、フィラー含有スラリー組成物、及びフィラー含有樹脂組成物 |
US11613625B2 (en) | 2017-04-10 | 2023-03-28 | Admatechs Co., Ltd. | Filler for resinous composition, filler-containing slurry composition and filler-containing resinous composition |
GB201705797D0 (en) | 2017-04-11 | 2017-05-24 | Johnson Matthey Plc | Packaging films |
GB201705796D0 (en) | 2017-04-11 | 2017-05-24 | Johnson Matthey Plc | Packaging materials |
JP6955651B2 (ja) * | 2017-12-26 | 2021-10-27 | 昭和電工株式会社 | 樹脂組成物、成形物及び成形物の製造方法 |
WO2019193766A1 (ja) * | 2018-04-06 | 2019-10-10 | 株式会社アドマテックス | 樹脂組成物用フィラー、フィラー含有スラリー組成物、及びフィラー含有樹脂組成物、並びに樹脂組成物用フィラーの製造方法 |
CN110564052A (zh) * | 2019-08-13 | 2019-12-13 | 宜兴西工维新科技有限公司 | 一种具有调节作用且可吸附乙烯的果蔬包装材料及其制备方法 |
KR102347039B1 (ko) * | 2019-09-05 | 2022-01-04 | 주식회사 후레쉬메이트 | 선도 유지 기능성 포장 필름 및 이의 제조방법 |
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IT1209510B (it) * | 1984-03-09 | 1989-08-30 | Franco Gimpel | Composizioni poliolefiniche reticolabili, contenenti zeoliti cristalline. |
JPS62184035A (ja) | 1986-02-07 | 1987-08-12 | Mitsuo Matsui | 鮮度保持用フイルム |
JPS62271855A (ja) | 1986-02-19 | 1987-11-26 | 株式会社 フロンテイア | プラスチツクフイルム包装材 |
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JPS6431838A (en) * | 1987-07-27 | 1989-02-02 | Ube Industries | Transparent film for keeping freshness |
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DE102006029849A1 (de) * | 2006-06-27 | 2008-01-03 | Nanoscape Ag | Beschichtetes Molekularsieb |
JP2008133350A (ja) * | 2006-11-28 | 2008-06-12 | Prime Polymer:Kk | ガス透過制御フィルム |
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- 2011-07-22 AU AU2011293914A patent/AU2011293914B2/en not_active Ceased
- 2011-07-22 EP EP11760880.2A patent/EP2601246B1/en not_active Not-in-force
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- 2011-07-22 WO PCT/TH2011/000028 patent/WO2012026893A1/en active Application Filing
- 2011-07-22 JP JP2013523124A patent/JP5914477B2/ja active Active
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JP2013532761A (ja) | 2013-08-19 |
WO2012026893A1 (en) | 2012-03-01 |
AU2011293914B2 (en) | 2014-12-04 |
US8697777B2 (en) | 2014-04-15 |
EP2601246A1 (en) | 2013-06-12 |
US20130131232A1 (en) | 2013-05-23 |
ES2627613T3 (es) | 2017-07-28 |
AU2011293914A1 (en) | 2013-02-14 |
EP2601246B1 (en) | 2017-03-15 |
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