JPS62240349A - Light-resistant polyester composition - Google Patents
Light-resistant polyester compositionInfo
- Publication number
- JPS62240349A JPS62240349A JP8294586A JP8294586A JPS62240349A JP S62240349 A JPS62240349 A JP S62240349A JP 8294586 A JP8294586 A JP 8294586A JP 8294586 A JP8294586 A JP 8294586A JP S62240349 A JPS62240349 A JP S62240349A
- Authority
- JP
- Japan
- Prior art keywords
- light
- polyester
- butyl
- hydroxyphenyl
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 24
- 239000000203 mixture Substances 0.000 title claims abstract description 17
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
- -1 polyethylene terephthalate Polymers 0.000 claims abstract description 10
- 229920000139 polyethylene terephthalate Polymers 0.000 claims abstract description 7
- 239000005020 polyethylene terephthalate Substances 0.000 claims abstract description 7
- UWSMKYBKUPAEJQ-UHFFFAOYSA-N 5-Chloro-2-(3,5-di-tert-butyl-2-hydroxyphenyl)-2H-benzotriazole Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O UWSMKYBKUPAEJQ-UHFFFAOYSA-N 0.000 claims abstract description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims abstract description 3
- 239000004611 light stabiliser Substances 0.000 claims description 7
- 239000012760 heat stabilizer Substances 0.000 claims description 3
- FCKXGFANXSHGAW-DTXPUJKBSA-N (2s)-n,n'-bis[(2s)-1-(2-chloro-4-nitroanilino)-1-oxo-3-phenylpropan-2-yl]-2-hydroxybutanediamide Chemical compound C([C@H](NC(=O)C[C@H](O)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)NC=1C(=CC(=CC=1)[N+]([O-])=O)Cl)C(=O)NC=1C(=CC(=CC=1)[N+]([O-])=O)Cl)C1=CC=CC=C1 FCKXGFANXSHGAW-DTXPUJKBSA-N 0.000 claims description 2
- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 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 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 238000013329 compounding Methods 0.000 abstract 2
- OLFNXLXEGXRUOI-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-bis(2-phenylpropan-2-yl)phenol Chemical compound C=1C(N2N=C3C=CC=CC3=N2)=C(O)C(C(C)(C)C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=CC=C1 OLFNXLXEGXRUOI-UHFFFAOYSA-N 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000835 fiber Substances 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
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- UXIZXCYFCGXBJY-UHFFFAOYSA-N C(CCC)C=1C=C(C=C(C=1O)CCCC)CC(C(=O)O)(C(=O)O)CCCC Chemical compound C(CCC)C=1C=C(C=C(C=1O)CCCC)CC(C(=O)O)(C(=O)O)CCCC UXIZXCYFCGXBJY-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 150000001869 cobalt compounds Chemical class 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical class [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、耐光性の要求される繊維やフィルム等の成形
物として有用な耐光性ポリエステル組成物に関するもの
である。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a light-resistant polyester composition useful as molded articles such as fibers and films that require light resistance.
（従来の技術）
ポリエチレンテレフタレートで代表されるポリエステル
は、優れた物理的、化学的性質を有し。(Prior Art) Polyester represented by polyethylene terephthalate has excellent physical and chemical properties.
繊維、フィルム等の成形物として広く使用されている。It is widely used as molded products such as fibers and films.
ポリエステルは、ナイロン比べると耐光性が良好である
が、特に耐光性が要求される分野に使用するには耐光性
が十分でない。Although polyester has better light resistance than nylon, it does not have sufficient light resistance to be used in fields where light resistance is particularly required.
従来、ポリエステルの耐光性を改良する手段として、耐
光剤を含有させることが提案されており。Conventionally, as a means to improve the light resistance of polyester, it has been proposed to include a light stabilizer.
例えば、モノカルボン酸又はフェノールの第２銅塩（イ
ギリス特許第１，０３３，９９９号）可溶性のコバルト
化合物（イギリス特許第１．１２１，２２１号）、リン
の酸素酸のマンガン塩又はコバルト塩（東ドイツ特許第
１０２，７１４号）、紫外線吸収剤（特公昭４３−２３
３２８号）等を含有させることが提案されている。Examples include cupric salts of monocarboxylic acids or phenols (UK Patent No. 1,033,999), soluble cobalt compounds (UK Patent No. 1,121,221), manganese or cobalt salts of phosphorous oxyacids (UK Patent No. 1,121,221), East German Patent No. 102,714), ultraviolet absorber (Special Publication No. 1972-23)
No. 328) and the like have been proposed.
（発明が解決しようとする問題点） しかし、上記のような耐光剤を含有させても。(Problem that the invention attempts to solve) However, even if a light stabilizer as mentioned above is included.
自動車のシートベルトやマット等の高度の耐光性が要求
される分野に使用するポリエステル繊維等に使用するに
は、耐光性が不十分であった。The light resistance was insufficient for use in polyester fibers used in fields that require a high degree of light resistance, such as automobile seat belts and mats.
本発明は、高度の耐光性を有するポリエステル組成物を
提供しようとするものである。The present invention aims to provide a polyester composition having a high degree of light resistance.
（問題点を解決するための手段） 本発明の要旨は９次のとおりである。(Means for solving problems) The gist of the present invention is as follows.
ポリエステルに下記Ａ群から選ばれた耐光剤及び下記Ｂ
群から選ばれた耐熱剤を各１種以上含有させたことを特
徴とする耐光性ポリエステル組成物。Polyester with a light stabilizer selected from Group A below and B below.
A light-resistant polyester composition containing one or more heat-resistant agents selected from the group.
■２−〔２−ヒドロキシ−３，５−ビス（α、α−ジメ
チルベンジル）フェニル〕−２Ｈ−ベンゾトリアゾール
。(2) 2-[2-hydroxy-3,5-bis(α,α-dimethylbenzyl)phenyl]-2H-benzotriazole.
■２−（３，５−ジ−ｔ−ブチル−２−ヒドロキシフェ
ニル）−５−クロロベンゾトリアゾール。(2) 2-(3,5-di-t-butyl-2-hydroxyphenyl)-5-chlorobenzotriazole.
■２−エトキシ−２′−エチルオキザリンクアシッドビ
スアニリド。■2-Ethoxy-2'-ethyloxalink acid bisanilide.
■２−（３，５−ジーし一ブチルー４−ヒドロキシベン
ジル） −２−ｎ−ブチルマロン酸ビス（１，２，２゜
６．６−ベンタメチルー４−ピペリジル）。(2) 2-(3,5-di-butyl-4-hydroxybenzyl)-2-n-butylmalonate bis(1,2,2°6.6-bentamethyl-4-piperidyl).
■トリエチレングリコールービスー（３−（３−ｔ−ブ
チル−５−メチル−４−ヒドロキシフェニル）プロピオ
ネート〕。(2) Triethylene glycol bis(3-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate).
■ペンタエリスチルーテトラキス（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
〕。■Pentaerystyrutetrakis (3=(3,5-di-
t-butyl-4-hydroxyphenyl)propionate].
■テトラキス（２，４−ジ−ｔ−ブチルフェニル）−４
，４’−ビフエニレンフォスフォナイト。■Tetrakis(2,4-di-t-butylphenyl)-4
, 4'-biphenylene phosphonite.
本発明におけるポリエステルは、特に限定されるもので
はないが、汎用性の点で、ポリエチレンテレフタレート
及びこれを主体とするポリエステルが好ましい。The polyester in the present invention is not particularly limited, but from the viewpoint of versatility, polyethylene terephthalate and polyesters mainly composed of polyethylene terephthalate are preferred.
本発明のポリエステル組成物は、ポリエステルの成形以
前の任意の段階で、前記耐光剤及び耐熱剤を同時に又は
別々に添加することにより得ることができる。また、耐
光剤及び耐熱剤を多量に含有するポリエステル組成物を
つくり、これをこれらを含有しないポリエステルで希釈
する。いわゆるマスターバッチ法を利用してもよい。The polyester composition of the present invention can be obtained by adding the light-resistant agent and heat-resistant agent simultaneously or separately at any stage before molding the polyester. Alternatively, a polyester composition containing a large amount of a light-resistant agent and a heat-resistant agent is prepared, and this is diluted with a polyester that does not contain these agents. A so-called masterbatch method may also be used.
耐光剤及び耐熱剤の量は、耐光性向上効果の点で、それ
ぞれ組成物の０．０５〜２重量％となるようにすること
が望ましい。From the viewpoint of improving light resistance, it is desirable that the amounts of the light stabilizer and heat stabilizer be 0.05 to 2% by weight of the composition.
また１本発明の組成物には、酸化チタンのような艶消剤
やカーボンブラックのような着色剤等を含有させてもさ
しつかえない。Furthermore, the composition of the present invention may contain a matting agent such as titanium oxide, a coloring agent such as carbon black, and the like.
（実施例）
次に、実施例及び比較例により本発明を具体的に説明す
る。(Example) Next, the present invention will be specifically explained with reference to Examples and Comparative Examples.
なお、耐光性は、スガ試験ａＧｌ’Ａ製カーボンアーク
フェードメーターＦＡＬ−３Ｈ型を使用し、糸条にブラ
ックパネル温度８３±２℃で、３００時間光照射を行い
、光照射前の糸条に対する強度保持率を測定して評価し
た。In addition, the light resistance was determined by irradiating the yarn with light for 300 hours at a black panel temperature of 83 ± 2°C using a Suga Test aGl'A carbon arc fade meter FAL-3H. The strength retention rate was measured and evaluated.
また、ポリエステルの固有粘度は、フェノールとテトラ
クロロエタンとの等重量混合物を溶媒として、２０℃で
測定した値である。Moreover, the intrinsic viscosity of polyester is a value measured at 20° C. using a mixture of equal weights of phenol and tetrachloroethane as a solvent.
実施例及び比較例
固有粘度１．２のポリエチレンテレフタレートに第１表
に示した耐光剤及び耐熱剤を第１表に示した量で添加し
、エクストルーダー型溶融紡糸機を使用して、紡糸温度
３００℃、紡糸孔数３６個の紡糸口金から紡出し８未延
伸糸を巻き取った後、延伸温度９５℃、延伸倍率４，０
で延伸した。Examples and Comparative Examples The light and heat stabilizers shown in Table 1 were added to polyethylene terephthalate with an intrinsic viscosity of 1.2 in the amounts shown in Table 1, and an extruder-type melt spinning machine was used to adjust the spinning temperature. After winding up 8 undrawn yarns spun from a spinneret with 36 spinning holes at 300°C, the drawing temperature was 95°C and the stretching ratio was 4.0.
It was stretched with
得られた延伸糸は、 ４２０ｄ／３６ ｆで１強度８．
５±０．５ｇ／ｄ 、伸度２０〜２４％であった。The resulting drawn yarn had a strength of 8.1 and 420 d/36 f.
The elongation was 5±0.5 g/d and 20 to 24%.
延伸糸の耐光性試験における強度保持率を第１表に示す
。Table 1 shows the strength retention rate of the drawn yarn in the light resistance test.
なお、比較例３の耐光剤Ａ′は、２−（５−メチル−２
−ヒドロキシフェニル）ベンゾトリアゾールである。Note that the light stabilizer A' of Comparative Example 3 was 2-(5-methyl-2
-hydroxyphenyl)benzotriazole.
第１表
（発明の効果）
本発明によれば、特定の耐光剤と耐熱剤との相乗効果に
より、高度の耐光性を有する耐光性ポリエステル組成物
が提供される。Table 1 (Effects of the Invention) According to the present invention, a light-resistant polyester composition having a high degree of light resistance is provided due to the synergistic effect of a specific light-resistant agent and a heat-resistant agent.
Claims (3)
下記Ｂ群から選ばれた耐熱剤を各１種以上含有させたこ
とを特徴とする耐光性ポリエステル組成物。 Ａ ［１］２−〔２−ヒドロキシ−３，５−ビス（α，α−
ジメチルベンジル）フェニル〕−２Ｈ−ベンゾトリアゾ
ール、 ［２］２−（３，５−ジ−ｔ−ブチル−２−ヒドロキシ
フェニル）−５−クロロベンゾトリアゾール、［３］２
−エトキシ−２′−エチルオキザリックアシッドビスア
ニリド、 ［４］２−（３，５−ジ−ｔ−ブチル−４−ヒドロキシ
ベンジル）−２−ｎ−ブチルマロン酸ビス（１，２，２
，６，６−ペンタメチル−４−ピペリジル）。 Ｂ ［１］トリエチレングリコール−ビス−〔３−（３−ｔ
−ブチル−５−メチル−４−ヒドロキシフェニル）プロ
ピオネート〕、 ［２］ペンタエリスチル−テトラキス〔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〕、 ［３］テトラキス（２，４−ジ−ｔ−ブチルフェニル）
−４，４′−ビフェニレンフォスフォナイト。(1) A light-resistant polyester composition characterized in that polyester contains one or more of each of a light-resistant agent selected from Group A below and a heat-resistant agent selected from Group B below. A [1]2-[2-hydroxy-3,5-bis(α,α-
dimethylbenzyl)phenyl]-2H-benzotriazole, [2]2-(3,5-di-t-butyl-2-hydroxyphenyl)-5-chlorobenzotriazole, [3]2
-Ethoxy-2'-ethyloxalic acid bisanilide, [4]2-(3,5-di-t-butyl-4-hydroxybenzyl)-2-n-butylmalonic acid bis(1,2,2
, 6,6-pentamethyl-4-piperidyl). B [1] Triethylene glycol-bis-[3-(3-t
-butyl-5-methyl-4-hydroxyphenyl)propionate], [2]pentaerythyl-tetrakis[3-(3,5-
di-t-butyl-4-hydroxyphenyl)propionate], [3]tetrakis(2,4-di-t-butylphenyl)
-4,4'-biphenylene phosphonite.
これを主体とするポリエステルである特許請求の範囲第
１項記載の組成物。(2) The composition according to claim 1, wherein the polyester is polyethylene terephthalate or a polyester mainly composed of polyethylene terephthalate.
．０５〜２重量％である特許請求の範囲第１項記載の組
成物。(3) The content of the light stabilizer and heat stabilizer is 0 in the composition.
．． 2. A composition according to claim 1, wherein the amount is 0.05 to 2% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8294586A JPS62240349A (en) | 1986-04-10 | 1986-04-10 | Light-resistant polyester composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8294586A JPS62240349A (en) | 1986-04-10 | 1986-04-10 | Light-resistant polyester composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62240349A true JPS62240349A (en) | 1987-10-21 |
Family
ID=13788354
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8294586A Pending JPS62240349A (en) | 1986-04-10 | 1986-04-10 | Light-resistant polyester composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62240349A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0926178A1 (en) * | 1997-12-23 | 1999-06-30 | HNA Holdings, Inc. | Method to reduce gel formation in PET resin |
-
1986
- 1986-04-10 JP JP8294586A patent/JPS62240349A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0926178A1 (en) * | 1997-12-23 | 1999-06-30 | HNA Holdings, Inc. | Method to reduce gel formation in PET resin |
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