JP2001234048A5 - - Google Patents
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- JP2001234048A5 JP2001234048A5 JP2000047494A JP2000047494A JP2001234048A5 JP 2001234048 A5 JP2001234048 A5 JP 2001234048A5 JP 2000047494 A JP2000047494 A JP 2000047494A JP 2000047494 A JP2000047494 A JP 2000047494A JP 2001234048 A5 JP2001234048 A5 JP 2001234048A5
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- JP
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- Prior art keywords
- butyl
- glycol
- resin composition
- phosphite
- polyester resin
- Prior art date
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 9
- 229920001225 polyester resin Polymers 0.000 description 9
- 239000004645 polyester resin Substances 0.000 description 9
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 2
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 239000002344 surface layer Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- FGHOOJSIEHYJFQ-UHFFFAOYSA-N (2,4-ditert-butylphenyl) dihydrogen phosphite Chemical compound CC(C)(C)C1=CC=C(OP(O)O)C(C(C)(C)C)=C1 FGHOOJSIEHYJFQ-UHFFFAOYSA-N 0.000 description 1
- NJHVXCSESBEOEB-UHFFFAOYSA-N (2,6-ditert-butyl-4-methylphenyl) dihydrogen phosphite Chemical compound CC1=CC(C(C)(C)C)=C(OP(O)O)C(C(C)(C)C)=C1 NJHVXCSESBEOEB-UHFFFAOYSA-N 0.000 description 1
- UKUIERGQKPPLRL-UHFFFAOYSA-N (2-tert-butyl-5-methylphenyl) ditridecyl phosphite Chemical compound CCCCCCCCCCCCCOP(OCCCCCCCCCCCCC)OC1=CC(C)=CC=C1C(C)(C)C UKUIERGQKPPLRL-UHFFFAOYSA-N 0.000 description 1
- BVUXDWXKPROUDO-UHFFFAOYSA-N 2,6-di-tert-butyl-4-ethylphenol Chemical compound CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BVUXDWXKPROUDO-UHFFFAOYSA-N 0.000 description 1
- PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 1
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 1
- ADRNSOYXKABLGT-UHFFFAOYSA-N 8-methylnonyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCC(C)C)OC1=CC=CC=C1 ADRNSOYXKABLGT-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 241001147389 Panthera uncia Species 0.000 description 1
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- SXXILWLQSQDLDL-UHFFFAOYSA-N bis(8-methylnonyl) phenyl phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OC1=CC=CC=C1 SXXILWLQSQDLDL-UHFFFAOYSA-N 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 238000003988 headspace gas chromatography Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- CSWFWSPPZMEYAY-UHFFFAOYSA-N octadecyl dihydrogen phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(O)O CSWFWSPPZMEYAY-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- -1 stearyl- Chemical group 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
Description
【特許請求の範囲】
【請求項１】 ２，６−ナフタレンジカルボン酸を酸成分とし、エチレングリコ−ルをグリコール成分とする熱可塑性ポリエステル（Ａ）９９〜６０重量部と、２，６−ナフタレンジカルボン酸を酸成分とし、テトラメチレングリコ−ルをグリコ−ル成分とする熱可塑性ポリエステル（Ｂ）１〜４０重量部とからなるポリエステル樹脂組成物。
【請求項２】 ヘ−ズが１０％以下である請求項１に記載のポリエステル樹脂組成物。
【請求項３】 アセトアルデヒド含有量が３０ｐｐｍ以下である請求項１に記載のポリエステル樹脂組成物。
【請求項４】 酸素透過係数が５×１０-15ｃｍ3・ｃｍ／ｃｍ2・Ｐａ以下である請求項１に記載のポリエステル樹脂組成物。
【請求項５】 ガラス転移温度が８０℃〜１２５℃である請求項１に記載のポリエステル樹脂組成物。
【請求項６】 請求項１〜５のポリエステル樹脂組成物よりなる成形体。
【請求項７】 中空成形体である請求項６記載の成形体。
【請求項８】 シートである請求項６記載の成形体。
【請求項９】 フィルムである請求項６記載の成形体。
【請求項１０】 表層を有する多層成形体であって、表層が請求項１記載のポリエステル樹脂組成物からなる多層成形体。
【請求項１１】 中間層を有する多層成形体であって、中間層が請求項１記載のポリエステル樹脂組成物からなる多層成形体。
[Claims]
1. A thermoplastic polyester (A) containing 2,6-naphthalenedicarboxylic acid as an acid component and ethylene glycol as a glycol component in an amount of 99 to 60 parts by weight, and 2,6-naphthalenedicarboxylic acid as an acid component. And a thermoplastic polyester (B) containing tetramethylene glycol as a glycol component in an amount of 1 to 40 parts by weight.
2. The polyester resin composition according to claim 1, wherein the haze is 10% or less.
3. The polyester resin composition according to claim 1, wherein the acetaldehyde content is 30 ppm or less.
4. The polyester resin composition according to claim 1, wherein the oxygen permeability coefficient is 5 × 10 −15 cm 3 · cm / cm 2 · Pa or less.
5. A polyester resin composition according to claim 1 glass transition temperature is 80 ° C. to 125 ° C..
6. A molded article comprising the polyester resin composition according to claim 1.
7. The molded article according to claim 6, which is a hollow molded article.
8. The molded article according to claim 6, which is a sheet.
9. The molded article according to claim 6, which is a film.
10. A multilayer molded article having a surface layer, wherein the surface layer is made of the polyester resin composition according to claim 1.
11. A multilayer molded article having an intermediate layer, wherein the intermediate layer comprises the polyester resin composition according to claim 1.
ＰＥＮ及び／又はＰＢＮに使用できるグリコール成分の共重合成分として、エチレングリコール、トリメチレングリコール、テトラメチレングリコール、ヘキサメチレングリコール、デカメチレングリコール、ネオペンチルグリコール、ジエチレングリコール、１，１ーシクロヘキサンジメタノール、１，４ーシクロヘキサンジメタノール、２，２ービス（４’−β−ヒドロキシフェニル）プロパン、ビス（４’−β−ヒドロキシエトキシフェニル）スルホン酸を例示することができる。
Examples of a copolymer component of a glycol component usable for PEN and / or PBN include ethylene glycol, trimethylene glycol, tetramethylene glycol, hexamethylene glycol, decamethylene glycol, neopentyl glycol, diethylene glycol, 1,1-cyclohexanedimethanol, , 4-cyclohexanedimethanol, 2,2-bis (4 '- beta - hydroxyphenyl) propane, bis (4' - can be exemplified - beta-hydroxyethoxy phenyl) sulfonic acid.
本発明のポリエステル樹脂組成物のガラス転移温度は、好ましくは８０℃〜１２５℃、さらに好ましくは９０℃〜１２５℃である。ガラス転移温度が８０℃未満であるとポリエステル樹脂組成物を包装容器として用い、殺菌を目的として内容物充填後に熱処理を行う際、又は加熱殺菌処理を施された高温の内容物を充填する際に、包装容器の変形が大きく好ましくない。さらに、樹脂成形品とする場合も、ある程度の温度がかかる状態での使用が困難であり好ましくない。 Glass transition temperature of the polyester resin composition of the present invention is preferably 80 ° C. to 125 ° C., more preferably from 90 ° C. to 125 ° C.. Using a glass transition temperature is lower than 80 ° C. The polyester resin composition as packaging containers, the thermal processing after content filling purposes sterilization, or when filling the heat sterilization treatment and decorated with hot contents In addition, the deformation of the packaging container is large, which is not preferable. Further, when a resin molded product is used, it is difficult to use it in a state where a certain temperature is applied, which is not preferable.
モノフェノール系としては、２，６−ジ−ｔ−ブチル−ｐ−クレゾール、ブチルヒドロキシアニソール、２，６−ジ−ｔ−ブチル−４−エチルフェノール、ステアリル−β−（３，５−ジ−ｔ−ブチル−４−ヒドロキシフェニル）プロピオネートが挙げられる。この中でも、ステアリル−β−（３，５−ジ−ｔ−ブチル−４−ヒドロキシフェニル）プロピオネートが好ましい。 The monophenol-based, 2,6-di -t- butyl -p- cresol, butylhydroxyanisole, 2,6-di -t- butyl-4-ethylphenol, stearyl-.beta.-(3,5-di - (tert-butyl-4-hydroxyphenyl) propionate. Among them, stearyl-β- (3,5-di - t-butyl-4-hydroxyphenyl) propionate is preferred.
高分子型フェノール系としては、１，１，３−トリス（２−メチル−４−ヒドロキシ−５−ｔ−ブチルフェニル）ブタン、１，３，５−トリメチル−２，４，６−トリス（３，５−ジ−ｔ−ブチル−４−ヒドロキシベンジル）ベンゼン、テトラキス−［メチレン−３−（３’，５’−ジ−ｔ−ブチル−４’−ヒドロキシフェニル）プロピオネート］メタン、α−トリコロールが挙げられる。
この中でも、テトラキス−［メチレン−３−（３’，５’−ジ−ｔ−ブチル−４’−ヒドロキシフェニル）プロピオネート］メタンが好ましい。
As the polymer type phenol, 1,1,3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane, 1,3,5-trimethyl-2,4,6-tris (3 , 5-di - t-butyl-4-hydroxybenzyl) benzene, tetrakis - [methylene-3- (3 ', 5'-di -t- butyl-4'-hydroxyphenyl) propionate] methane, alpha-tricolor is No.
Among them, tetrakis- [methylene-3- (3 ′, 5′-di-t-butyl-4′-hydroxyphenyl) propionate] methane is preferred.
リン系としては、トリフェニルホスファイト、ジフェニルイソデシルホスファイト、フェニルジイソデシルホスファイト、４，４’−ブチリデン−ビス（３−メチル−６−ｔ−ブチルフェニル ジトリデシル）ホスファイト、サイクリックネオペンタンテトライルビス（オクタデシルホスファイト）、トリス（ノニルフェニル）ホスファイト、トリス（２，４−ジ−ｔ−ブチルフェニル）ホスファイト、サイクリックネオペンタンテトライルビス（２，４−ジ−ｔ−ブチルフェニル）ホスファイト、サイクリックネオペンタンテトライルビス（２，６−ジ−ｔ−ブチル−４−メチルフェニル）ホスファイトが挙げられる。 Phosphorus compounds include triphenyl phosphite, diphenyl isodecyl phosphite, phenyl diisodecyl phosphite, 4,4′-butylidene-bis (3-methyl-6-t-butylphenyl ditridecyl) phosphite, cyclic neopentane tetra Irbis (octadecyl phosphite), tris (nonylphenyl) phosphite, tris (2,4-di -t- butyl-phenyl) phosphite, cyclic neopentanetetraylbis (2,4-di - t-butyl phenyl ) phosphite, cyclic neopentanetetraylbis (2,6-di - t-butyl-4-methylphenyl) phosphite.
（２）ガラス転移温度（Ｔｇ）、結晶性（Ｔｃｉ）、固有粘度（ＩＶ）、ＡＡ含有量
ボトルの場合はボトルの口部からサンプルを切り出した。
Ｔｇ及びＴｃｉは、ＤｕＰｏｎｔ製ＤＳＣ（ＭＯＤＥＬ２２００）にて、昇温速度５℃／ｍｉｎ．で測定した。
ＩＶは、テトラクロロエタン：フェノール＝４：６（重量比）にて２５℃にて測定した。
ＡＡ含有量は、サンプルを凍結粉砕しバイアル瓶に仕込み、１５０℃×６０分保持し、日立製ヘッドスペースガスクロマトグラフィーにて測定した。
(2) Glass transition temperature (Tg), crystallinity (Tci), intrinsic viscosity (IV), in the case of AA content bottles were cut samples from the mouth of the bottle.
Tg and Tci were measured by a DuPont DSC (MODEL2200) at a heating rate of 5 ° C./min. Was measured.
IV was measured at 25 ° C. with tetrachloroethane: phenol = 4: 6 (weight ratio).
The AA content was measured by freezing and pulverizing the sample, charging the sample in a vial bottle, holding at 150 ° C. × 60 minutes, and using headspace gas chromatography manufactured by Hitachi.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000047494A JP2001234048A (en) | 2000-02-24 | 2000-02-24 | Polyester resin composition and molded product therefrom |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000047494A JP2001234048A (en) | 2000-02-24 | 2000-02-24 | Polyester resin composition and molded product therefrom |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2001234048A JP2001234048A (en) | 2001-08-28 |
| JP2001234048A5 true JP2001234048A5 (en) | 2006-09-07 |
Family
ID=18569738
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000047494A Pending JP2001234048A (en) | 2000-02-24 | 2000-02-24 | Polyester resin composition and molded product therefrom |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2001234048A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006045455A (en) * | 2004-08-09 | 2006-02-16 | Toyobo Co Ltd | Polyester resin and polyester resin composition and polyester molded article comprising the same |
| JP6945260B2 (en) * | 2016-12-01 | 2021-10-06 | 大和製罐株式会社 | Biaxially oriented polyester film |
| JP7559598B2 (en) | 2021-02-16 | 2024-10-02 | 三菱ケミカル株式会社 | Biaxially oriented film |
| WO2022234765A1 (en) * | 2021-05-06 | 2022-11-10 | 三菱ケミカル株式会社 | Biaxially stretched film, film with cured resin layer, and metal laminated film |
-
2000
- 2000-02-24 JP JP2000047494A patent/JP2001234048A/en active Pending
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