TWI427069B - 2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形 - Google Patents
2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形 Download PDFInfo
- Publication number
- TWI427069B TWI427069B TW97146566A TW97146566A TWI427069B TW I427069 B TWI427069 B TW I427069B TW 97146566 A TW97146566 A TW 97146566A TW 97146566 A TW97146566 A TW 97146566A TW I427069 B TWI427069 B TW I427069B
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- Prior art keywords
- butyl
- ethyl
- bis
- phenol
- tertiary
- Prior art date
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- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
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- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- IJRHDFLHUATAOS-DPMBMXLASA-N sodium;(z,12r)-12-hydroxyoctadec-9-enoic acid Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O IJRHDFLHUATAOS-DPMBMXLASA-N 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
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- 125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([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
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- 239000004575 stone Substances 0.000 description 1
- 239000011232 storage material Substances 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
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- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
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- 150000003568 thioethers Chemical class 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- TWQULNDIKKJZPH-UHFFFAOYSA-K trilithium;phosphate Chemical compound [Li+].[Li+].[Li+].[O-]P([O-])([O-])=O TWQULNDIKKJZPH-UHFFFAOYSA-K 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- OOZBTDPWFHJVEK-UHFFFAOYSA-N tris(2-nonylphenyl) phosphate Chemical compound CCCCCCCCCC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC OOZBTDPWFHJVEK-UHFFFAOYSA-N 0.000 description 1
- 229920000785 ultra high molecular weight polyethylene Polymers 0.000 description 1
- 229920001862 ultra low molecular weight polyethylene Polymers 0.000 description 1
- 125000002948 undecyl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 229920001866 very low density polyethylene Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 235000019156 vitamin B Nutrition 0.000 description 1
- 239000011720 vitamin B Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000012431 wafers Nutrition 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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- 239000002983 wood substitute Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
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- 239000011590 β-tocopherol Substances 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/24—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to three ring carbon atoms
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
-
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Description
本發明係關於新穎的2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形、其製備方法以及包含該晶形的組合物以及該晶形作為紫外線吸收劑的用途。
作為有機聚合物的安定劑的特殊羥基苯基-三敘述於例如US-A-6,060,543,EP-A-1,762,591,DE-A-101 35 795,WO-A-2007/088,114,US-A-2008/0,146,703以及WO-A-2008/107,095。
已經發現根據本發明的特定2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形在有機材料的加工期間相較於在US-A-6,060,543的實施例A8中所敘述的習知2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚產物顯示一些優點。
除了材料的乾燥(可在較高的溫度之下進行)以外,此新晶形於擠出機中的加料漏斗的計量已獲改良。習知技藝知悉該晶形傾向於產生塊狀物且不容易被計量。原因之一是來自於擠出機入料器的熱量加熱計量單元而導致在加料漏斗壁的材料熔化。此外,材料一旦入料至擠出機後會開始在稍後於擠出機桶熔化且因此會導致在桶內有較佳的輸送。習知晶形總會傾向於已在入料區中熔化而導致”皂化物(soap)”與聚合物在紫外線吸收器中游動;此固體-液體混合物非常難以從入料區被輸送至擠出機中。
本發明2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形的特定優點如以下所述:
-優異的熱安定性;
-改良的儲存性、特別是在壓力之下;
-聚合物經與該特定晶形安定後的改良聚合物加工性,特別是入料性、流動性和氣動輸送性;
-與聚合物更一致性混練性,其會導致更均勻的最終安定化聚合物粒子;
-在聚合物加工期間具更恆常性擠出條件的可能性,其導致製造較不受干擾;
-加工期間熔融聚合物更恆常熔化強度;
-聚合物經該特定晶形安定的更恆常光性能。
本發明係特別關於2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形,其特徵在於X射線繞射圖案,其係得自於銅-Kα照射,其表現繞射角(2-Theta)。
2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚具有以下結構式:
本發明2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形特別特徵為熔點為118至126℃,較佳具有124℃的最大尖峰,其係由微差掃描熱分析儀(DSC)測定。
本發明另一具體實例為一種製備本發明2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形的方法,其包括使4-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-苯-1,3-二醇和2-乙基(正)-己基溴化物在非質子極性有機溶劑及在鹼存在下反應;移除有機溶劑且使殘留熔化物冷卻至80℃至130℃,較佳100℃至110℃,特別是110℃;添加溶劑(S),其係選自由直鏈或分支C4
-C20
烷,其異構混合物,未經取代或經1至3個C1
-C8
烷基取代的C6
-C12
環烷,以及其異構混合物;將混合物冷卻至50℃至90℃,較佳72℃;以水沖洗以移除在反應期間形成的鹽;以及使2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚自有機相中結晶;特別是經由濾紙使有機相澄清化;以及接著冷卻最終溫度至-20℃至50℃;較佳0℃。
較佳者,4-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-苯-1,3-二醇對2-乙基(正)-己基溴化物的莫耳比例為1.0至0.3,較佳為0.6至0.65。
合適的非質子極性有機溶劑實例為二甲基甲醯胺(DMF),二甲基乙醯胺(DMC),甲基賽珞蘇,有機醚類,特別是脂肪族醚以及N-甲基吡咯烷酮。以二甲基甲醯胺(DMF)較佳。
鹼的實例為氫氧化鈉,碳酸氫鈉,碳酸鈉,氫氧化鉀,碳酸氫鉀,碳酸鉀和碳酸鈉。以碳酸鉀較佳。
該反應在90至130℃,較佳在115℃進行係有利的。
溶劑(S)較佳為直鏈或分支C7
-C10
烷,特別是庚烷的異構混合物或辛烷的異構混合物。環己烷亦適合。特別適合者為進一步的氫化石油餾份,其沸點從50℃開始至較高沸點180℃。
特佳的方法係關於一種方法,其中4-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-苯-1,3-二醇對2-乙基(正)-己基溴化物以1.0至0.3、較佳為0.6的莫耳比例、在2至40%莫耳、較佳2至15%莫耳或8至12%莫耳、特別是10%莫耳N,N-二甲基甲醯胺(其係以4-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-苯-1,3-二醇加成物的莫耳數為基準)、在碳酸鉀存在下、於80至140℃、較佳100至120℃、特別是115℃反應;N,N-二甲基甲醯胺在真空下被餾除且反應混合物被冷卻至100至110℃的溫度;添加1至20%莫耳庚烷異構混合物(其係以加成物的莫耳數為基準);反應混合物被冷卻至70至75℃的溫度,並以水沖洗以除去在反應期間形成的鹽;藉由濾紙使有機相澄清而自有機相移除2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚,以及接著將最終溫度冷卻至-20℃至40℃,較佳-10℃至20℃或-10℃至10℃,特別是0℃。
對所欲用途而言,本發明晶形可為由任何所欲粒子尺寸(例如粉末、片、點、錠、顆粒等)形成任何所欲幾何形狀產物。
本發明亦關於一種安定劑混合物,其包括本發明2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚和一或多種以下用於有機聚合物的傳統添加劑,其重量比例較佳係為,例如1:1000至1000至1、1:100至100:1、1:100至10:1或1:20至20:1,特別是1:5至5:1。
1.抗氧化劑
1.1.烷基化的單酚
,例如2,6-二-三級-丁基-4-甲基酚,2-三級-丁基-4,6-二甲基酚,2,6-二-三級-丁基-4-乙基酚,2,6-二-三級-丁基-4-正-丁基酚,2,6-二-三級-丁基-4-異丁基酚,2,6-二環戊基-4-甲基酚,2-(α-甲基環己基)-4,6-二甲基酚,2,6-二-十八碳烷基-4-甲基酚,2,4,6-三環己基酚,2,6-二-三級-丁基-4-甲氧基甲基酚,壬基酚(其在側鏈上是直鏈或含支鏈的),例如2,6-二-壬基-4-甲基酚,2,4-二甲基-6-(1’-甲基十一碳烷-1’-基)酚,2,4-二甲基-6-(1’-甲基十七碳烷-1’-基)酚,2,4-二甲基-6-(1’-甲基十三碳烷-1’-基)酚和其混合物。
1.2.烷基硫代甲基酚
,例如2,4-二辛基硫代甲基-6-三級-丁基酚,2,4-二辛基硫代甲基-6-甲基酚,2,4-二辛基硫代甲基-6-乙基酚,2,6-二-十二基硫代甲基-4-壬基酚。
1.3.對苯二酚和烷基化的對苯二酚
,例如2,6-二-三級-丁基-4-甲氧基酚,2,5-二-三級-丁基對苯二酚,2,5-二-三級-戊基對苯二酚,2,6-二苯基-4-十八碳烷氧基酚,2,6-二-三級-丁基對苯二酚,2,5-二-三級-丁基-4-羥基茴香醚,3,5-二-三級-丁基-4-羥基茴香醚,3,5-二-三級-丁基-4-羥基苯基硬脂酸酯,雙(3,5-二-三級-丁基-4-羥基苯基)己二酸酯。
1.4生育酚
,例如α生育酚,β生育酚,γ生育酚,6-生育酚以及其混合物(維生素B)。
1.5.羥基化的硫代二苯醚
,例如2,2’-硫代雙(6-三級-丁基-4-甲基酚),2,2’-硫代雙(4-辛基酚),4,4’-硫代雙(6-三級-丁基-3-甲基酚),4,4’-硫代雙(6-三級-丁基-2-甲基酚),4,4’-硫代雙(3,6-二-第二-戊基酚),4,4’-雙(2,6-二甲基-4-羥基苯基)二硫化物。
1.6.亞烷基雙酚
,例如2,2’-亞甲基雙(6-三級-丁基-4-甲基酚),2,2’-亞甲基雙(6-三級-丁基-4-乙基酚),2,2’-亞甲基雙[4-甲基-6-(α-甲基環己基)酚],2,2’-亞甲基雙(4-甲基-6-環己基酚),2,2’-亞甲基雙(6-壬基-4-甲基酚),2,2’-亞甲基雙(4,6-二-三級-丁基酚),2,2’-亞乙基雙(4,6-二-三級-丁基酚),2,2’-亞乙基雙(6-三級-丁基-4-異丁基酚),2,2’-亞甲基雙[6-(α-甲基苯甲基)-4-壬基酚],2,2’-亞甲基雙[6-(α,α-二甲基苯甲基)-4-壬基酚],4,4’-亞甲基雙(2,6-二-三級-丁基酚),4,4’-亞甲基雙(6-三級-丁基-2-甲基酚),1,1-雙(5-三級-丁基-4-羥基-2-甲基苯基)丁烷,2,6-雙(3-三級-丁基-5-甲基-2-羥基苯甲基)-4-甲基酚,1,1,3-三(5-三級-丁基-4-羥基-2-甲基苯基)丁烷,1,1-雙(5-三級-丁基-4-羥基-2-甲基苯基)-3-正-十二碳烷基巰基丁烷,乙二醇雙[3,3-雙(3’-三級-丁基-4’-羥基苯基)丁酸酯],雙(3-三級-丁基-4-羥基-5-甲基-苯基)二環戊二烯,雙[2-(3’-三級-丁基-2’-羥基-5’-甲基苯甲基)-6-三級-丁基-4-甲基苯基]對苯二酸酯,1,1-雙-(3,5-二甲基-2-羥基苯基)丁烷,2,2-雙(3,5-二-三級-丁基-4-羥基苯基)丙烷,2,2-雙-(5-三級-丁基-4-羥基2-甲基苯基)-4-正-十二碳烷基巰基丁烷,1,1,5,5-四(5-三級-丁基-4-羥基-2-甲基苯基)戊烷。
1.7.O-,N-和S-苯甲基化合物
,例如3,5,3’,5’-四-三級-丁基-4,4’-二羥基二苯甲基醚,十八碳烷基-4-羥基-3,5-二甲基苯甲基巰基乙酸酯,十三碳烷基-4-羥基-3,5-二-三級-丁基苯甲基巰基乙酸酯,三(3,5-二-三級-丁基-4-羥基苯甲基)胺,雙(4-三級-丁基-3-羥基-2,6-二甲基苯甲基)二硫代對苯二酸酯,雙(3,5-二-三級-丁基-4-羥基苯甲基)硫化物,異辛基-3,5-二-三級-丁基-4-羥基苯甲基巰基乙酸酯。
1.8.羥基苯甲基化的丙二酸酯
,例如二-十八碳烷基-2,2-雙(3,5-二-三級-丁基-2-羥基苯甲基)丙二酸酯,二-十八碳烷基-2-(3-三級-丁基-4-羥基-5-甲基苯甲基)丙二酸酯,二-十二碳烷基巰基乙基-2,2-雙(3,5-二-三級-丁基-4-羥基苯甲基)丙二酸酯,雙[4-(1,1,3,3-四甲基丁基)苯基]-2,2-雙(3,5-二-三級-丁基-4-羥基苯甲基)丙二酸酯。
19.芳香系的羥基苯甲基化合物
,例如1,3,5-三(3,5-二-三級-丁基-4-羥基苯甲基)-2,4,6-三甲基苯,1,4-雙(3,5-二-三級-丁基-4-羥基苯甲基)-2,3,5,6-四甲基苯,2,4,6-三(3,5-二-三級-丁基-4-羥基苯甲基)酚。
1.10.三化合物
,例如2,4-雙(辛基巰基)-6-(3,5-二-三級-丁基-4-羥基苯胺基)-1,3,5-三,2-辛基巰基-4,6-雙(3,5-二-三級-丁基-4-羥基苯胺基)-1,3,5-三,2-辛基巰基-4,6-雙(3,5-二-三級-丁基-4-羥基苯氧基)-1,3,5-三,2,4,6-三(3,5-二-三級-丁基-4-羥基苯氧基)-1,2,3-三,1,3,5-三(3,5-二-三級-丁基-4-羥基苯甲基)異氰尿酸酯,1,3,5-三(4-三級-丁基-3-羥基-2,6-二甲基苯甲基)異氰尿酸酯,2,4,6-三(3,5-二-三級-丁基-4-羥基苯基乙基)-1,3,5-三,1,3,5-三(3,5-二-三級-丁基-4-羥基苯基丙醯基)-六氫-1,3,5-三,1,3,5-三(3,5-二環己基-4-羥基苯甲基)異氰尿酸酯。
1.11.苯甲基膦酸酯,
例如二甲基-2,5-二-三級-丁基-4-羥基苯甲基膦酸酯,二乙基-3,5-二-三級-丁基-4-羥基苯甲基膦酸酯,二-十八碳烷基3,5-二-三級-丁基-4-羥基苯甲基膦酸酯,二-十八碳烷基-5-三級-丁基-4-羥基-3-甲基苯甲基膦酸酯,3,5-二-三級-丁基-4-羥基苯甲基膦酸單乙酯的鈣鹽。
1.12.醯基胺基酚
,例如4-羥基月桂醯替苯胺,4-羥基硬脂醯替苯胺,辛基N-(3,5-二-三級-丁基-4-羥基苯基)氨基甲酸酯。
1.13.β-(3,5-二-三級-丁基-4-羥基苯基)丙酸
和單-或多氫醇的酯類,如和甲醇,乙醇,正-辛醇,異-辛醇,十八碳醇,1,6-己二醇,1,9-壬二醇,乙二醇,1,2-丙二醇,新戊二醇,硫代二乙二醇,二乙二醇,三乙二醇,季戊四醇,三(羥基乙基)異氰尿酸酯,N,N’-雙(羥基乙基)乙二醯二胺,3-硫雜十一碳醇,3-硫雜十五碳醇,三甲基己二醇,三甲醇丙烷,4-羥基甲基-1-磷雜-2,6,7-三氧雜雙環[2.2.2]辛烷。
1.14.β-(5-三級-丁基-4-羥基-3-甲基苯基)丙酸和
單-或多氫醇的酯類,如和甲醇,乙醇,正-辛醇,異-辛醇,十八碳醇,1,6-己二醇,1,9-壬二醇,乙二醇,1,2-丙二醇,新戊二醇,硫代二乙二醇,二乙二醇,三乙二醇,季戊四醇,三(羥基乙基)異氰尿酸酯,N,N’-雙(羥基乙基)乙二醯二胺,3-硫雜十一碳醇,3-硫雜十五碳醇,三甲基己二醇,三甲醇丙烷,4-羥基甲基-1-磷雜-2,6,7-三氧雜雙環[2.2.2]辛烷;3,9-雙[2-{3-(3-三級-丁基-4-羥基-5-甲基苯基)丙醯氧基}-1,1-二甲基乙基]-2,4,8,10-四氧雜螺[5.5]十一碳烷。
1.15.β-(3,5-二環己基-4-羥基苯基)丙酸
和單-或多氫醇的酯類,如和甲醇,乙醇,辛醇,十八碳醇,1,6-己二醇,1,9-壬二醇,乙二醇,1,2-丙二醇,新戊二醇,硫代二乙二醇,二乙二醇,三乙二醇,季戊四醇,三(羥基乙基)異氰尿酸酯,N,N’-雙(羥基乙基)乙二醯二胺,3-硫雜十一碳醇,3-硫雜十五碳醇,三甲基己二醇,三甲醇丙烷,4-羥基甲基-1-磷雜-2,6,7-三氧雜雙環[2.2.2]辛烷。
1.16.3,5-二-三級-丁基-4-羥基苯基乙酸
和單-或多氫醇的酯類,如和甲醇,乙醇,辛醇,十八碳醇,1,6-己二醇,1,9-壬二醇,乙二醇,1,2-丙二醇,新戊二醇,硫代二乙二醇,二乙二醇,三乙二醇,季戊四醇,三(羥基乙基)異氰尿酸酯,N,N’-雙(羥基乙基)乙二醯二胺,3-硫雜十一碳醇,3-硫雜十五碳醇,三甲基己二醇,三甲醇丙烷,4-羥基甲基-1-磷雜-2,6,7-三氧雜雙環[2.2.2]辛烷。
1.17.β-(3,5-二-三級-丁基-4-羥基苯基)丙酸的醯胺
,如N,N’-雙(3,5-二-三級-丁基-4-羥基苯基丙醯基)六亞甲基二醯胺,N,N’-雙(3,5-二-三級-丁基-4-羥基苯基丙醯基)三亞甲基二醯胺,N,N’-雙(3,5-二-三級-丁基-4-羥基苯基丙醯基)醯肼,N,N’-雙[2-(3-[3,5-二-三級-丁基-4-羥基苯基]丙醯氧基)乙基]乙二醯二胺(NaugardR
XL-1,Uniroyal供應)。
1.18.抗壞血酸
(維他命C)
1.19.胺抗氧化劑
,例如N,N’-二-異丙基-對-苯二胺,N,N’-二-第二-丁基-對-苯二胺,N,N’-雙(1,4-二甲基戊基)-對-苯二胺,N,N’-雙(1-乙基-3-甲基戊基)-對-苯二胺,N,N’-雙(1-甲基庚基)-對-苯二胺,N,N’-二環己基-p-苯二胺,N,N’-二苯基-對-苯二胺,N,N’-雙(2-萘基)-對-苯二胺,N-異丙基-N’-苯基-對-苯二胺,N-(1,3-二甲基丁基)-N’-苯基-對-苯二胺,N-(1-甲基庚基)-N’-苯基-對-苯二胺,N-環己基-N’-苯基-對-苯二胺,4-(對-甲苯氨磺醯)二苯基胺,N,N’-二甲基-N,N’-二-第二-丁基-對-苯二胺,二苯基胺,N-烯丙基二苯基胺,4-異丙氧基二苯基胺,N-苯基-1-萘基胺,N-(4-三級-辛基苯基)-1-萘基胺,N-苯基-2-萘基胺,辛基化的二苯基胺,例如對,對’-二-三級-辛基二苯基胺,4-正-丁基胺基酚,4-丁醯胺基酚,4-壬醯基胺基酚,4-十二碳醯胺基酚,4-十八碳醯胺基酚,雙(4-甲氧基苯基)胺,2,6-二-三級-丁基-4-二甲基胺基甲基酚,2,4’-二胺基二苯基甲烷,4,4’-二胺基二苯基甲烷,N,N,N’,N’-四甲基-4,4’-二胺基二苯基甲烷,1,2-雙[(2-甲基苯基)胺基]乙烷,1,2-雙(苯基胺基)丙烷,(鄰-甲苯基)雙胍,雙[4-(1’,3’-二甲基丁基)苯基]胺,三級-辛基化的N-苯基-1-萘基胺,單-和二烷基化的三級-丁基/三級-辛基二苯基胺的混合物,單-和二烷基化的壬基二苯基胺的混合物,單-和二烷基化的十二碳烷基二苯基胺的混合物,單-和二烷基化的異丙基/異己基二苯基胺的混合物,單-和二烷基化的三級-丁基二苯基胺的混合物,2,3-二氫-3,3-二甲基-4H-1,4-苯并噻唑,吩噻唑,單-和二烷基化的三級-丁基/三級-辛基吩噻唑的混合物,單-和二烷基化的三級-辛基吩噻唑的混合物,N-烯丙基吩噻唑,N,N,N’,N’-四苯基-1,4-二胺基丁-2-烯。
2.UV吸收劑和光穩定劑
2.1.2-(2’-羥基苯基)苯并三唑,例如
2-(2’-羥基-5’-甲基苯基)苯并三唑,2-(3’,5’-二-三級-丁基-2’-羥基苯基)苯并三唑,2-(5’-三級-丁基-2’-羥基苯基)苯并三唑,2-(2’-羥基-5’-(1,1,3,3-四甲基丁基)苯基)苯并三唑,2-(3’,5’-二-三級-丁基-2’-羥基苯基)-5-氯苯并三唑,2-(3’-三級-丁基-2’-羥基-5’-甲基苯基)-5-氯苯并三唑,2-(3’-第二-丁基-5’-三級-丁基-2’-羥基苯基)苯并三唑,2-(2’-羥基-4’-辛氧基苯基)苯并三唑,2-(3’,5’-二-三級-戊基-2’-羥基苯基)苯并三唑,2-(3’,5’-雙(α,α-二甲基苯甲基)-2’-羥基苯基)苯并三唑,2-(3’-三級-丁基-2’-羥基-5’-(2-辛氧基羰基乙基)苯基)-5-氯苯并三唑,2-(3’-三級-丁基-5’-[2-(2-乙基己氧基)羰基乙基]-2’-羥基苯基)-5-氯苯并三唑,2-(3’-三級-丁基-2’-羥基-5’-(2-甲氧基羰基乙基)苯基)-5-氯苯并三唑,2-(3’-三級-丁基-2’-羥基-5’-(2-甲氧基羰基乙基)苯基)苯并三唑,2-(3’-三級-丁基-2’-羥基-5’-(2-辛氧基羰基乙基)苯基)苯并三唑,2-(3’-三級-丁基-5’-[2-(2-乙基己氧基)羰基乙基]-2’-羥基苯基)苯并三唑,2-(3’-十二碳烷基-2’-羥基-5’-甲基苯基)苯并三唑,2-(3’-三級-丁基-2’-羥基-5’-(2-異辛氧基羰基乙基)苯基苯并三唑,2,2’-亞甲基雙[4-(1,1,3,3-四甲基丁基)-6-苯并三唑-2-基酚];2-[3’-三級-丁基-5’-(2-甲氧基羰基乙基)-2’-羥基苯基]-2H-苯并三唑和聚乙二醇300的轉酯產物;,其中R=3’-三級-丁基-4’-羥基-5’-2H-苯并三唑-2-基苯基,2-[2’-羥基-3’-(α,α-二甲基苯甲基)-5’-(1,1,3,3-四甲基丁基)苯基]苯并三唑;2-[2’-羥基-3’-(1,1,3,3-四甲基丁基)-5’-(α,α-二甲基苯甲基)苯基]苯并三唑。
2.2.2-羥基苯并苯酮
,例如4-羥基,4-甲氧基,4-辛氧基,4-癸氧基,4-十二碳烷氧基,4-苯甲氧基,4,2’,4’-三羥基和2’-羥基-4,4’-二甲氧基衍生物。
2.3.經取代的和未經取代的苯甲酸的酯類
,例如4-三級-丁基苯基水楊酸酯,苯基水楊酸酯,辛基苯基水楊酸酯,二苯甲醯間苯二酚,雙(4-三級-丁基苯甲醯)間苯二酚,苯甲醯間苯二酚,2,4-二-三級-丁基苯基3,5-二-三級-丁基-4-羥基苯甲酸酯,十六碳烷基3,5-二-三級-丁基-4-羥基苯甲酸酯,十八碳烷基3,5-二-三級-丁基-4-羥基苯甲酸酯,2-甲基-4,6-二-三級-丁基苯基3,5-二-三級-丁基-4-羥基苯甲酸酯。
2.4.丙烯酸酯
,例如乙基α-氰基-β,β-二苯基丙烯酸酯,異辛基α-氰基-β,β-二苯基丙烯酸酯,甲基α-甲氧甲醯肉桂酸酯,甲基α-氰基-β-甲基-p-甲氧基肉桂酸酯,丁基α-氰基-β-甲基-p-甲氧基肉桂酸酯,甲基α-甲氧甲醯-p-甲氧基肉桂酸酯和N-(β-甲氧甲醯-β-氰基乙烯基)-2-甲基吲哚啉,新戊基四(α-氰基-β,β-二苯基丙烯酸酯。
2.5.鎳化合物
,例如2,2’-硫代雙[4-(1,1,3,3-四甲基丁基)酚]的鎳複合物,像1:1或1:2複合物(具有或不具有其它配位基,像正-丁基胺,三乙醇胺或N-環己基二乙醇胺),二丁基二硫代氨基甲酸鎳,單烷基酯的鎳鹽,如甲基或乙基酯,4-羥基-3,5-二-三級-丁基苯甲基膦酸的鎳鹽,酮肟的鎳複合物,如2-羥基-4-甲基苯基十一碳烷基酮肟的鎳複合物,1-苯基-4-月桂醯-5-羥基吡唑的鎳複合物(具有或不具有其它配位基)。
2.6.其它立體位阻胺
,例如碳酸雙(十一碳烷氧基-2,2,6,6-四甲基-4-哌啶基)酯,雙(2,2,6,6-四甲基-4-哌啶基)癸二酸酯,雙(2,2,6,6-四甲基-4-哌啶基)丁二酸酯,雙(1,2,2,6,6-五甲基-4-哌啶基)癸二酸酯,雙(1-辛氧基-2,2,6,6-四甲基-4-哌啶基)癸二酸酯,雙(1,2,2,6,6-五甲基-4-哌啶基)正-丁基-3,5-二-三級-丁基-4-羥基苯甲基丙二酸酯,1-(2-羥基乙基)-2,2,6,6-四甲基-4-羥基哌啶和丁二酸的凝縮產物,N,N’-雙(2,2,6,6-四甲基-4-哌啶基)六亞甲基二胺和4-三級-辛基胺基-2,6-二氯-1,3,5-三的直鏈或環狀凝縮產物,三(2,2,6,6-四甲基-4-哌啶基)次氮基三乙酸酯,四(2,2,6,6-四甲基-4-哌啶基)-1,2,3,4-丁烷四羧酸酯,1,1’-(1,2-乙烷二基)-雙(3,3,5,5-四甲基哌酮),4-苯甲醯-2,2,6,6-四甲基哌啶,4-硬脂醯氧基-2,2,6,6-四甲基哌啶,雙(1,2,2,6,6-五甲基哌啶基)-2-正-丁基-2-(2-羥基-3,5-二-三級-丁基苯甲基)丙二酸酯,3-正-辛基-7,7,9,9-四甲基-1,3,8-三吖螺[4.5]癸烷-2,4-二酮,雙(1-辛氧基-2,2,6,6-四甲基哌啶基)癸二酸酯,雙(1-辛氧基-2,2,6,6-四甲基哌啶基)丁二酸酯,N,N’-雙(2,2,6,6-四甲基-4-哌啶基)六亞甲基二胺和4-嗎啉-2,6-二氯-1,3,5-三直鏈或環狀的凝縮產物,2-氯-4,6-雙(4-正-丁基胺基-2,2,6,6-四甲基哌啶基)-1,3,5-三和1,2-雙(3-胺基丙基胺基)乙烷的凝縮產物,2-氯-4,6-二-(4-正-丁基胺基-1,2,2,6,6-五甲基哌啶基)-1,3,5-三和1,2-雙(3-胺基丙基胺基)乙烷的凝縮產物,8-乙醯基-3-十二碳烷基-7,7,9,9-四甲基-1,3,8-三吖螺[4.5]癸烷-2,4-二酮,3-十二碳烷基-1-(2,2,6,6-四甲基-4-哌啶基)吡咯烷-2,5-二酮,3-十二碳烷基-1-(1,2,2,6,6-五甲基-4-哌啶基)吡咯烷-2,5-二酮,4-十六碳烷氧基-和4-硬脂醯氧基-2,2,6,6-四甲基哌啶的混合物,N,N’-雙(2,2,6,6-四甲基-4-哌啶基)六亞甲基二胺和4-環己基胺基-2,6-二氯-1,3,5-三的凝縮產物,1,2-雙(3-胺基丙基胺基)乙烷和2,4,6-三氯-1,3,5-三以及4-丁基胺基-2,2,6,6-四甲基哌啶的凝縮產物(CAS註冊編號[136504-96-6]);1,6-己烷二胺和2,4,6-三氯-1,3,5-三以及N,N-二丁基胺和4-丁基胺基-2,2,6,6-四甲基哌啶的凝縮產物(CAS註冊編號[192268-64-7]);N-(2,2,6,6-四甲基-4-哌啶基)-正-十二碳烷基丁二醯亞胺,N-(1,2,2,6,6-五甲基-4-哌啶基)-正-十二碳烷基丁二醯亞胺,2-十一碳烷基-7,7,9,9-四甲基-1-氧雜-3,8-二吖-4-氧-螺[4,5]癸烷,7,7,9,9-四甲基-2-環十一碳烷基-1-氧雜-3,8-二吖-4-氧螺-[4,5]癸烷和表氯醇的反應產物,1,1-雙(1,2,2,6,6-五甲基-4-哌啶氧基羰基)-2-(4-甲氧基苯基)乙烯,N,N’-雙-甲醯-N,N’-雙(2,2,6,6-四甲基-4-哌啶基)六亞甲基二胺,4-甲氧基亞甲基丙二酸和1,2,2,6,6-五甲基-4-羥基哌啶的二酯,聚[甲基丙基-3-氧基-4-(2,2,6,6-四甲基-4-哌啶基)]矽氧烷,順丁烯二酸酐-α-烯烴共聚物和2,2,6,6-四甲基-4-胺基哌啶或1,2,2,6,6-五甲基-4-胺基哌啶的反應產物。2,4-雙[N-(1-環己基氧基-2,2,6,6-四甲基哌啶-4-基)-N-丁基胺基]-6-(2-羥基乙基)胺-1,3,5-三,1-(2-羥基-2-甲基丙氧基)-4-十八醯基氧基-2,2,6,6-四甲基哌啶,5-(2-乙基己醯基)氧基甲基-3,3,5-三甲基-2-嗎啉酮,Sanduvor(Clariant;CAS Reg. No. 106917-31-1),5-(2-乙基己醯基)氧基甲基-3,3,5-三甲基-2-嗎啉酮,2,4-雙[(1-環己基氧基)-2,2,6,6-哌啶-4-基]丁基胺基]-6-氯-s-三與N,N’-雙(3-胺基丙基)乙烯二胺)之反應產物,1,3,5-三(N-環己基-N-(2,2,6,6-四甲基哌-3-酮-4-基)胺基)-s-三,1,3,5-三(N-環己基-N-(1,2,2,6,6-五甲基哌-3-酮-4-基)胺基)-s-三。
2.7.乙二醯二胺,例如4,4’
-二辛氧基草醯替苯胺,2,2’-二乙氧基草醯替苯胺,2,2’-二辛氧基-5,5’-二-三級-丁氧醯替苯胺,2,2’-二-十二碳烷氧基-5,5’-二-三級-丁氧醯替苯胺,2-乙氧基-2’-乙基草醯替苯胺,N,N’-雙(3-二甲基胺基丙基)乙二醯二胺,2-乙氧基-5-三級-丁基-2’-乙草醯替苯胺和其和2-乙氧基-2’-乙基-5,4’-二-三級-丁氧醯替苯胺的混合物,鄰-和對-甲氧基-二取代的草醯替苯胺的混合物,和鄰-和對-乙氧基-二取代的草醯替苯胺的混合物。
2.8.2-(2-羥基苯基)-1,3,5-三
,例如2,4,6-三(2-羥基-4-辛氧基苯基)-1,3,5-三,2-(2-羥基-4-辛氧基苯基)-4,6-雙(2,4-二甲基苯基)-1,3,5-三,2-(2,4-二羥基苯基)-4,6-雙(2,4-二甲基苯基)-1,3,5-三,2,4-雙(2-羥基-4-丙氧基苯基)-6-(2,4-二甲基苯基)-1,3,5-三,2-(2-羥基-4-辛氧基苯基)-4,6-雙(4-甲基苯基)-1,3,5-三,2-(2-羥基-4-十二碳烷氧基苯基)-4,6-雙(2,4-二甲基苯基)-1,3,5-三,2-(2-羥基-4-十三碳烷氧基苯基)-4,6-雙(2,4-二甲基苯基)-1,3,5-三,2-[2-羥基-4-(2-羥基-3-丁氧基丙氧基)苯基]-4,6-雙(2,4-二甲基)-1,3,5-三,2-[2-羥基-4-(2-羥基-3-辛氧基丙氧基)苯基]-4,6-雙(2,4-二甲基)-1,3,5-三,2-[4-(十二碳烷氧基/十三碳烷氧基-2-羥基丙氧基)-2-羥基苯基]-4,6-雙(2,4-二甲基苯基)-1,3,5-三,2-[2-羥基-4-(2-羥基-3-十二碳烷氧基丙氧基)苯基]-4,6-雙(2,4-二甲基苯基)-1,3,5-三,2-(2-羥基-4-己氧基)苯基-4,6-二苯基-1,3,5-三,2-(2-羥基-4-甲氧基苯基)-4,6-二苯基-1,3,5-三,2,4,6-三[2-羥基-4-(3-丁氧基-2-羥基丙氧基)苯基]-1,3,5-三,2-(2-羥基苯基)-4-(4-甲氧基苯基)-6-苯基-1,3,5-三,2-{2-羥基-4-[3-(2-乙基己基-1-氧基)-2-羥基丙氧基]苯基}-4,6-雙(2,4-二甲基苯基)-1,3,5-三。
2.9喹啉衍生物
,例如已商品化的S-Pack。
2.10苯并噁酮衍生物
,例如已商品化的UV3638。
3.金屬去活性劑
,例如N,N'-二苯基乙二酸二醯胺,N-水楊醛-N'-水楊醯肼,N,N'-雙(水楊醯)胼,N,N'-雙(3,5-二-三級-丁基-4-羥基苯基丙醯基)肼,3-水楊醯胺基-1,2,4-三唑,雙(苯甲叉)乙二酸二醯肼,草醯替苯胺,異酞酸二醯肼,癸二酸雙-苯基醯肼,N,N'-二乙醯基己二酸二醯肼,N,N'-雙-(水楊醯)乙二醯二醯肼,N,N'-雙-(水楊醯)硫代丙酸二醯肼。
4.亞磷酸酯和亞膦酸酯
,例如三苯基亞磷酸酯,二苯基烷基亞磷酸酯,苯基二烷基亞磷酸酯三(壬基苯基)亞磷酸酯,三月桂基亞磷酸酯,三-十八碳烷基亞磷酸酯,二硬脂醯季戊四醇二亞磷酸酯,三(2,4-二-三級-丁基苯基)亞磷酸酯,二異癸基季戊四醇二亞磷酸酯,雙(2,4-二-三級-丁基苯基)季戊四醇二亞磷酸酯,雙(2,4-二-枯基苯基)季戊四醇二亞磷酸酯,雙(2,6-二-三級-丁基-4-甲基苯基)季戊四醇二亞磷酸酯,二異癸氧基季戊四醇二亞磷酸酯,雙(2,4-二-三級-丁基-6-甲基苯基)季戊四醇二亞磷酸酯,雙(2,4,6-三(三級-丁基苯基)季戊四醇二亞磷酸酯,三硬脂醯山梨糖醇三亞磷酸酯,四(2,4-二-三級-丁基苯基)4,4’-二苯撐二亞膦酸酯,6-異辛氧基-2,4,8,10-四-三級-丁基-12H-二苯[d,g]-1,3,2-二氧雜磷辛(dioxaphosphocin),雙(2,4-二-三級-丁基-6-甲基苯基)甲基亞磷酸酯,雙(2,4-二-三級-丁基-6-甲基苯基)乙基亞磷酸酯,6-氟-2,4,8,10-四-三級-丁基-12-甲基-二苯[d,g]-1,3,2-二氧雜磷辛,2,2’,2’’-次氮基[三乙基三(3,3’,5,5’-四-三級-丁基-1,1’-二苯基-2,2’-二基)亞磷酸酯],2-乙基己基(3,3’,5,5’-四-三級-丁基-1,1’-二苯基-2,2’-二基)亞磷酸酯,5-丁基-5-乙基-2-(2,4,6-三-三級-丁基苯氧基)-1,3,2-二氧雜磷烷(dioxaphosphirane)。
以下亞磷酸酯為特佳:三(2,4-二-三級-丁基苯基)亞磷酸酯(168,Ciba Specialty Chemicals Inc.),三(壬基苯基)亞磷酸,
5.羥基胺
,例如N,N-二苄基羥基胺,N,N-二乙基羥基胺,N,N-二辛基羥基胺,N,N-二月桂基羥基胺,N,N-二-十六基羥基胺,N,N-二-十八基羥基胺,N-十六基-N-十八基羥基胺,N-十七基-N-十八基羥基胺,衍生自氫化牛脂胺的N,N-二烷基羥基胺。
6.硝酮
,例如N-苯甲基-α-苯基硝酮,N-乙基-α-甲基硝酮,N-辛基-α-庚基硝酮,N-月桂基-α-十一碳烷基硝酮,N-十四碳烷基-α-十三碳烷基硝酮,N-十六碳烷基-α-十五碳烷基硝酮,N-十八碳烷基-α-十七碳烷基硝酮,N-十六碳烷基-α-十七碳烷基硝酮,N-十八碳烷基-α-十五碳烷基硝酮,N-十七碳烷基-α-十七碳烷基硝酮,N-十八碳烷基-α-十六碳烷基硝酮,衍生自氫化牛脂胺的N,N-二烷基羥基胺所衍生的硝酮。
7.硫代協乘劑
,例如二月桂基硫代二丙酸酯,DIMISTRYL硫代二丙酸酯,二硬脂醯硫代二丙酸酯或二硬脂醯二硫化物。
8.過氧化物清潔劑
,例如β-硫代-二丙酸的酯類,例如月桂基,硬脂基,十四碳烷基或十三碳烷基酯,巰基苯咪唑,2-巰基苯咪唑的鋅鹽,二丁基二硫代氨基甲酸乙鋅,二-十八碳烷基二硫化物,季戊四醇四-(β-十二碳烷基巰基)丙酸酯。
9.聚醯胺穩定劑,
例如銅鹽合併碘化物及/或磷化合物以及二價錳鹽;以鐵為基礎的穩定劑,例如在US-A-2008/0,146,717,US-A-2008/0,146,718,EP-A-1,498,445以及WO-A-2005/007,727所述者,特別是鐵元素或Fe2
O3
。
10.鹼性協同穩定劑
,例如三聚氰胺,聚乙烯基吡咯烷酮,二氰二醯胺,三烯丙基氰尿酸酯,尿素衍生物,肼衍生物,胺,聚醯胺,聚胺基甲酸乙酯類,較高碳數脂肪酸的鹼金屬和鹼土族金屬鹽,例如硬脂酸鈣,硬脂酸鋅,廿二酸鎂,硬脂酸鎂,蓖麻酸鈉,棕櫚酸鉀,焦兒茶酸銻或焦兒茶酸鋅。
11.成核劑
,例如無機物質,例如滑石,金屬氧化物,例如二氧化鈦或氧化鎂,較佳鹼土金屬之磷酸鹽,碳酸鹽或硫酸鹽;有機化合物,例如單-或聚羧酸和其鹽;例如4-三級丁基苯甲酸,己二酸,二苯基乙酸,琥珀酸鈉或苯甲酸鈉;聚合化合物,例如離子共聚物(離子體)。特別的是1,3:2,4-雙(3’,4’-二甲基苯亞甲基)山梨糖醇,1,3:2,4-二(對甲基二苯亞甲基)山梨糖醇和1,3:2,4-二(苯亞甲基)山梨糖醇。
12.填充劑和補強劑
,例如碳酸鈣,矽酸鹽,玻璃纖維,玻璃珠,滑石,高嶺土,雲母,硫酸鋇,金屬氧化物和氫氧化物,碳黑,石墨,木粉,和其它天然產物的粉末和纖維,合成纖維。
13.其它添加劑
,例如增塑劑,潤滑劑,乳化劑,顏料,流變添加劑,催化劑,流動改善劑,光學增亮劑,防火劑,抗靜電劑,發泡劑(blowing agents)。
14.其它苯并呋喃酮和吲哚滿酮
,例如那些揭示於U.S.4,325,863;U.S.4,338,244;U.S. 5,175,312;U.S. 5,216,052;U.S. 5,252,643;DE-A-4316611;DE-A-4316622;DE-A-4316876;EP-A-0589839,EP-A-0591102,EP-A-1291384;US-A-2006/0,135,79
或3-[4-(2-乙醯氧基乙氧基)苯基]-5,7-二-三級-丁基苯并呋喃-2-酮,5,7-二-三級-丁基-3-[4-(2-硬脂醯氧基乙氧基)苯基]苯并呋喃-2-酮,3,3’-雙[5,7-二-三級-丁基-3-(4-[2-羥基乙氧基]苯基)苯并呋喃-2-酮],5,7-二-三級-丁基-3-(4-乙氧基苯基)苯并呋喃-2-酮,3-(4-乙醯氧基-3,5-二甲基苯基)-5,7-二-三級-丁基苯并呋喃-2-酮,3-(3,5-二甲基-4-特戊醯氧基苯基)-5,7-二-三級-丁基苯并呋喃-2-酮,3-(3,4-二甲基苯基)-5,7-二-三級-丁基苯并呋喃-2-酮,3-(2,3-二甲基苯基)-5,7-二-三級-丁基苯并呋喃-2-酮,3-(2-乙醯基-5-異辛基苯基)-5-異辛基苯并呋喃-2-酮,5,7-二-三級-丁基-3-(4-羥基苯基)苯并呋喃-2-酮,5,7-二-三級-丁基-3-[4-(2-羥基乙氧基)苯基]苯并呋喃-2-酮,5,7-二-三級-丁基-3-[4-R*-苯基]苯并呋喃-2-酮,R*係為基團
傳統添加劑較佳為包含下式二價基團的位阻胺化合物;特別是一選自以上所述項目2.6所列者。
根據特佳具體實例,本發明晶形對位阻胺的重量比例為例如1000:1至1:1000或1:100至10:1,特別是1:10至10:1。
選自項目2.1,2.2和2.8的另外紫外線吸收劑亦較佳為傳統添加劑。以氰基丙烯酸酯為基礎的紫外線吸收劑亦為有利的傳統添加劑。
另外傳統添加劑為亞磷酸酯和亞膦酸酯,特別是該等列於上述項目4者。
本發明另一具體實例為一組合物,其包括受到光、熱或氧化誘導而降解的有機材料和本發明2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚。
合適的有機材料的實例為:
1.單烯烴類及二烯烴類之聚合物,例如,聚丙烯、聚異丁烯、聚丁-1烯、聚-4-甲基戊-1烯、聚乙烯基己烷、聚異戊二烯或聚丁二烯,以及環烯烴類之聚合物,例如環戊烯或原冰片烯之聚合物;以及聚乙烯(可視情況被交聯),例如高密度聚乙烯(HDPE),高分子量高密度聚乙烯(HDPE-HMW),超高分子量之高密度聚乙烯(HDPE-UHMW),中密度聚乙烯(MDPE)、低密度聚乙烯(LDPE),以及線性低密度聚乙烯(LLDPE)、(VLDPE)及(ULDPE)。
聚烯烴類,亦即單烯烴之聚合物,如前段之實例所述,特別是聚乙烯和聚丙烯,可藉由各種方法、特別是以下方法製備:
a)藉自由基聚合方法(通常在高壓及高溫下);
b)在觸媒存在下,觸媒通常包含一或多種周期表IVb、Vb、VIb或VIII族金屬。那些金屬一般含有一或多種取代基或配位體,例如氧化物、鹵化物、醇化物、酯、醚、胺、烷基、烯基及/或芳基,其可為π-或σ-定位。此類金屬錯合物可為不具載體或固定於載體,例如固定於經活化氯化鎂、氯化鈦(III)、氧化鋁或氧化矽。此類觸媒可溶於或不溶於聚合介質中。觸媒可在聚合作用中呈活性或可進一步使用活化劑,例如使用金屬烷基、金屬氫化物、金屬烷基鹵化物、金屬烷基氧化物或金屬烷基環氧乙烷。此特別適用於周期表Ia、IIa和/或IIIa族金屬。活化劑可經改良,例如經酯、醚、胺或矽烷基醇改良。此類觸媒系統通常指的是Phillips,Standard Oil Indian,齊格勒(-鈉塔)、TNZ(杜邦),二茂金屬或單位觸媒(SSC)。
2.上述1)所提到的聚合物之混合物,例如聚丙烯與聚異丁烯之混合物、聚丙烯與聚乙烯之混合物(例如PP/HDPE,PP/LDPE)及不同型態之聚乙烯之混合物(例如LDPE/HDPE)。
3.單烯烴和二烯烴互相之間或與其它乙烯基單體之共聚物,例如乙烯/丙烯共聚物、線性低密度聚乙烯(LLDPE)和其與低密度聚乙烯(LDPE)之混合物,丙烯/丁烯-1共聚物、丙烯/異丁烯共聚物、乙烯/丁烯-1-共聚物、乙烯/已烯共聚物、乙烯/甲基戊烯共聚物、乙烯/庚烯共聚物、乙烯/辛烯共聚物、乙烯/乙烯基環己烷共聚物、乙烯/環烯烴共聚物(例如,乙烯/原冰片烯,如COC)、乙烯/1-烯烴共聚物、其中1-烯烴係原地製備,丙烯/丁二烯共聚物、異丁烯/異戊二烯共聚物、乙烯/乙烯基環己烯共聚物、乙烯/烷基丙烯酸酯共聚物、乙烯/烷基甲基丙烯酸酯共聚物、乙烯/乙酸乙烯酯共聚物或乙烯/丙烯酸共聚物和其鹽類(離子體),以及乙烯與丙烯及二烯之三聚物,二烯例如為己二烯,二環戊二烯或亞乙基原冰片烯;以及此類共聚物互相之間或與上述1)所提到的聚合物的混合物,例如聚丙烯-乙烯/丙烯共聚物,LDPE-乙烯/乙酸乙酯共聚物(EVA),LDPE-乙烯/丙烯酸共聚物(EAA)、LLDPE-乙烯/乙酸乙酯共聚物(EVA)、LLDPE-乙烯/丙烯酸共聚物(EAA)、以及交替或任意地結構化聚伸烷基-一氧化碳共聚物以及其與其它聚合物之混合物,例如聚醯胺。
4.烴類樹脂(例如C5
-C9
),包括其經氫化改質(例如增黏劑)和聚伸烷基及澱粉之混合物;
項目1.)至4.)的之均聚物和共聚物可具有任何立體結構,其包括間規、整規、半整規或非規立體結構;其中以非規聚合物較佳。亦包括立體嵌段聚合物。
5.聚苯乙烯,聚(對-甲基苯乙烯),聚(α-甲基苯乙烯)。
6.芳香族均聚物和共聚物,其係衍生自乙烯基芳香族單體,包括苯乙烯、α-甲基苯乙烯、所有乙烯基甲苯之異構物、特別是對-乙烯基甲苯、所有乙基苯乙烯之異構物、丙基苯乙烯、乙烯基聯苯、乙烯基萘以及乙烯基蒽和其混合物;均聚物及共聚合物可含間規、整規、半整規或非規的任何立體結構;以非規聚合物較佳。亦包括立體嵌段聚合物。
6a.共聚物,其包括以上提到乙烯基芳香族單體及共單體,其係選自乙烯、丙烯、二烯、腈、酸、順丁烯二酸酐、順乙烯二酸醯胺、乙酸乙烯酯、氯乙烯和丙烯酸衍生物其混合物,例如苯乙烯/丁二烯、苯乙烯/丙烯腈、苯乙烯/乙烯(互聚物)、苯乙烯/烷基甲基丙烯酸酯、苯乙烯/丁二烯/丙烯酸烷酯和甲基丙烯酸酯、苯乙烯/順丁烯二酐、苯乙烯/丙烯腈/丙烯酸甲酯;高衝擊強度混合物,其係由苯乙烯共聚物和其它聚合物所組成,例如聚丙烯酸酯、二烯聚合物或乙烯/丙烯/二烯三聚物;以及苯乙烯之嵌段共聚物,例如苯乙烯/丁二烯/苯乙烯、苯乙烯/異戊二烯/苯乙烯、苯乙烯/乙烯/丁烯/苯乙烯或苯乙烯/乙烯/丙烯/苯乙烯;
6b.氫化芳香族聚合物,其係藉氫化6)所提到的聚合物而製備,該聚合物特別是聚環己基乙烯(PCHE),通常指的是聚乙烯基環己烷(PVCH),其係藉氫化非規聚苯乙烯而製備。
6c.氫化之芳香族聚合物,其係衍生自上述6a)聚合物之氫化作用。
均聚物和共聚物可具有立體結構,包括間規、整規、半整規或非規立體結構;其中以非規聚合物較佳。亦包括立體嵌段聚合物。
7.乙烯基芳香族單體(苯乙烯或α-甲基苯乙烯)之接技共聚物,例如苯乙烯接枝於聚丁二烯、苯乙烯接枝於聚丁二烯-苯乙烯或聚丁二烯-丙烯腈共聚物;苯乙烯和丙烯腈(或甲基丙烯腈)接枝於聚丁二烯;苯乙烯、丙烯腈和甲基丙烯酸甲酯接枝於聚丁二烯;苯乙烯和順丁烯二酸酐接枝於聚丁二烯、苯乙烯、丙烯腈和順丁烯二酸醯亞胺接枝於聚丁二烯;苯乙烯和丙烯酸烷酯或甲基丙烯酸甲酯接枝於聚丁二烯;苯乙烯和丙烯腈接枝於乙烯/丙烯/二烯三聚物;苯乙烯和丙烯腈接枝於聚丙烯酸烷酯或聚甲基丙烯酸烷酯、苯乙烯和丙烯腈接枝於丙烯酸酯/丁二烯共聚物,以及其與上述第6段所提到的共聚物之混合物,例如該已知者,例如所謂的ABS、MBS、ASA或AES聚合物。
8.含鹵素聚合物,例如聚氯丁二烯、氯化橡膠、異丁烯/間戊二烯(鹵化丁基橡膠)之氯化和溴化共聚物、氯化或氯磺酸化聚乙烯、乙烯和氯化乙烯之共聚物、環氧氯丙烷均聚物及環氧氯丙烷共聚物、特別是含鹵素乙烯基化合物之聚合物,例如聚氯乙烯、聚二氯乙烯、聚氟乙烯、聚二氟乙烯、和其共聚物,例如氯乙烯/二氯乙烯、氯乙烯/乙酸乙烯酯或二氯乙烯/乙酸乙烯酯。
9.衍生自α,β-不飽和酸和其衍生物之聚合物,例如聚丙烯酸酯以及聚甲基丙烯酸酯;聚甲基丙烯酸甲酯,聚丙烯醯胺和經丙烯酸丁酯改良之耐衝擊聚丙烯腈。
10.上述第9)段所提到單體互相之間或與其它不飽和單體之共聚物,例如丙烯腈/丁二烯共聚物、丙烯腈/丙烯酸烷酯共聚物、丙烯腈/烷氧基烷基丙烯酸酯共聚物、丙烯腈/乙烯基鹵化物共聚物或丙烯腈/甲基丙烯酸烷酯/丁二烯三聚物。
11.衍生自不飽和醇和胺或其醯基衍生物或縮醛之衍生物,例如聚乙烯醇、聚乙酸乙烯酯、硬脂酸酯、苯甲酸酯或順丁烯二酸酯、聚乙烯基丁醛、聚酞酸二烯丙酯、聚烯丙基三聚氰胺、和其與第1)段所提到烯烴類之共聚物。
12.環醚之均聚物和共聚物,例如聚烷二醇、聚環氧乙烷、聚環氧丙烷或其與雙縮水甘油醚之共聚物。
13.聚縮醛,例如聚縮甲醛,以及那些含有共單體之聚縮甲醛,例如環氧乙烷;經熱塑性聚胺基甲酸酯、丙烯酸酯或MBS改良之聚縮甲醛。
14.聚苯醚和硫化物和其與苯乙烯聚合物或聚醯胺之混合物。
15.聚胺基甲酸酯,其係一方面係衍生自羥基末端聚醚類,聚酯類或聚丁二烯,另一方面係衍生自脂肪族或芳香族聚異氰酸酯,以及其前驅物。
16.聚醯胺和由二胺和二羧酸及/或由胺基羧酸或對等應內醯胺衍生而得的共聚物,例如,聚醯胺4,聚醯胺6,聚醯胺6/6,6/10,6/9,6/12,4/6,12/12,聚醯胺11,聚醯胺12,由間-二甲苯、二胺和己二酸(例如Nylon MXD6)起始的芳香族聚醯胺;聚醯胺,其係由六甲撐二胺和異酞酸及/或對酞酸衍生而製得,其視情況具有彈性體當作改質劑,例如,聚-2,4,4-三甲基六甲撐對酞醯胺或聚-間-苯異酞醯胺;以及上述聚醯胺和聚烯烴,烯烴共聚物,離子化物,或化學鍵結或接枝彈性體的嵌段共聚物;或和聚醚,如和聚乙二醇,聚丙二醇或聚四甲撐二醇的嵌段共聚物;及以EPDM或ABS改質的聚醯胺或共聚醯胺;及在製備過程(RIM聚醯胺系統)中濃縮的聚醯胺。
17.聚尿素,聚醯亞胺,聚醯胺醯亞胺、聚醚醯亞胺、聚酯醯亞胺、海因及聚苯咪唑。
18.由二羧酸和二醇及/或由羥基羧酸或對應的內酯衍生而得的聚酯,例如,聚對苯二甲酸乙二醇酯,聚對苯二甲酸丁二醇酯,聚-1,4-二羥甲基環己烷對苯二甲酸酯,聚伸烷基萘酸酯以及聚羥基苯甲酸酯,以及由羥基-終端之聚醚衍生而得的共聚醚酯;和以聚碳酸酯改質或MBS改質之聚酯。
共聚酯可包括,例如,但不限定於,聚丁二酸丁二醇酯/對苯二甲酸酯,聚丁二酸丁二醇酯/對苯二甲酸酯,聚已二酸四甲酯/對苯二甲酸酯,聚丁二酸丁二醇酯/已二酸酯,聚丁二酸丁二醇酯/碳酸酯,聚-3-羥基丁酸酯/辛酸酯共聚物,聚-3-羥基丁酸酯/已酸酯/癸酸酯三聚合物。再者,脂肪族聚酯可包,例如,但不限定於,聚(羥基烷酸)類,特別是聚(丙內酯),聚(丁內酯),聚(新戊內酯),聚(戊內酯)以及聚(已內酯),聚丁二酸乙二醇酯,聚丁二酸丙二醇酯,聚丁二酸丁二醇酯,聚丁二酸六甲酯,聚已二酸乙二醇酯,聚已二酸丙二醇酯,聚已二酸丁二醇酯,聚已二酸六甲酯,聚草酸乙二醇酯,聚草酸丙二醇酯,聚草酸丁二醇酯,聚草酸六甲酯,聚癸二酸乙二醇酯,聚癸二酸丙二醇酯,聚癸二酸丁二醇酯,以及聚乳酸(PLA)以及相對應的經碳酸酯或MBS改質的聚酯。"聚乳酸(PLA)"用語係指較佳聚-L-乳酸交酯的均聚物以及其與任何其他聚合物的摻合物或合金;乳酸或乳酸交酯與其他單體(例如羥基-羧酸如羥基乙酸,3-羥基-丁酸,4-羥基-丁酸,4-羥基-戊酸,5-羥基-戊酸,6-羥基-己酸和其環形式)的共聚物;"乳酸”或”乳酸交酯”用語包括L-乳酸,D-乳酸,其混合物和二聚體,亦即L-乳酸交酯,D-乳酸交酯,內消旋-乳酸交酯和其任何混合物。
19.聚碳酸酯和聚酯碳酸酯。
20.聚酮類。
21.聚碸類、聚醚碸類和聚醚酮類。
22.經交聯聚合物,其係一方面衍生自醛類且另一方面係衍生自酚類、尿素和三聚氰胺,例如酚/甲醛尿素,尿素/甲醛樹脂和三聚氰胺/甲醛樹脂。
23.乾燥和非乾燥醇酸樹脂。
24.不飽和聚酯樹脂,其係衍生自飽和和不飽和羧酸與多元醇並以乙烯基化合物作為交聯劑,以及其低燃性的含鹵素改質的共聚酯。
25. 可交聯的丙烯酸樹脂,其係衍生自經取代的丙烯酸酯,例如環氧基丙烯酸酯,胺基甲酸酯或聚酯丙烯酸酯。
26. 醇酸樹脂,聚酯樹脂和丙烯酸樹脂,其經三聚氰胺樹脂、尿素樹脂、異氰酸酯、異三聚氰酸酯、聚異氰酸酯或環氧樹脂交聯。
27. 經交聯的環氧樹脂,其係衍生自脂肪系、環脂肪系、雜環系或芳香系、縮水甘油基化合物,例如雙酚A和雙酚F的二縮水甘油基醚,其係經習用硬化劑如酸酐或胺,在有促進劑或無促進劑之下硬化。
28. 天然聚合物,例如纖維素,橡膠,凝膠和其化學改質的同系物衍生物,例如纖維素乙酸酯,纖維素丙酸酯以及纖維素丁酸酯,或纖維素醚,例如甲基纖維素,以及松香和其衍生物;或者聚-β-羥基丁酸酯。
29. 前述聚合物的混合物(聚摻合物),例如PP/EPDM,聚醯胺/EPDM或ABS,PVC/EVA,PVC/ABS,PVC/MBS,PC/ABS,PBTP/ABS,PC/ASA,PC/PBT,PVC/CPE,PVC/丙烯酸酯,POM/熱塑性PUR,PC/熱塑性PUR,POM/丙烯酸酯,POM/MBS,PPO/HIPS,PPO/PA 6.6和共聚物,PA/HDPE,PA/PP,PA/PPO,PBT/PC/ABS,PBT/PET/PC或PPO/HIPS/PA。
30. 天然生成和合成的有機材料,其係為純單體化合物或此類化合物的混合物,例如礦物油,動物油和植物脂,油和蠟,或以合成酯為基礎的油,脂和蠟(例如酞酸酯、己二酸酯、磷酸酯偏苯三甲酸酯)以及合成酯與礦物油以任何重量比例之混合物,典型者為該等作為旋塗組合物,以及此類材料的水性乳化液。
31.天然或合成橡膠的水性乳化液,例如羧酸化苯乙烯/丁二烯共聚物之天然乳膠。
有機材料例如為合成聚合物,較佳為半透明或透明之合成有機聚合物,以及可視需要被著色劑或顏料塗覆。
合適的材料亦為例如聚烯烴,例如聚乙烯,聚丙烯或乙烯或丙烯的共聚物。
較佳的有機材料亦可為工程塑膠,例如丙烯腈丁二烯苯乙烯(ABS),丙烯酸酯/苯乙烯丙烯腈共聚物(ASA),聚甲基丙烯酸甲酯(PMMA),聚碳酸酯(PC),聚醯胺(PA),聚對苯二甲酸丁二醇酯(PBT),聚對苯二甲酸乙二醇酯(PET),聚對苯二甲酸乙二醇酯二醇(PETG),聚伸苯基氧化物(PPO),聚碸(PSU),聚醚碸(PESU),聚醚酮(PEK),聚醚醚酮(PEEK)或聚醯亞胺。
上述項目13至19中所示的聚合物之一亦可使用。在此等聚合物中,較佳者為聚碳酸酯,丙烯酸聚合物,聚酯,聚醯胺,聚乙縮醛,聚伸苯基硫化物,特別是丙烯酸系,聚酯或聚碳酸酯。
另外較佳的材料為聚甲基丙烯酸甲酯(PMMA)和聚偏氟乙烯(PVDF),乙酸乙烯乙烯基酯(EVA)膜,單軸定位聚丙烯(OPP)膜,雙軸定位聚丙烯(BOPP)膜,低密度聚乙烯(LDPE)物件,直線低密度聚乙烯(LLDPE)物件,高密度聚乙烯(LLDPE)物件,以及聚丙烯(PP)物件,其係藉共擠出所製得。
亦較佳者為經共擠出的聚甲基丙烯酸甲酯(PMMA)積層板,特別是PMMA經擠出於聚氯乙烯(PVC)、聚碳酸酯(PC)、聚酯或不飽和聚酯樹脂之上。
一般而言,合金亦可為較佳材料。另一組較佳材料為:經共擠出聚碳酸酯(PC)物件,特別是PC於聚甲基丙烯酸甲酯共聚物或衝擊改質聚甲基丙烯酸甲酯之上,聚甲基丙烯酸甲酯(PMMA)膜和積層板,聚對苯二甲酸乙二醇酯(PET)膜和共擠出片,聚對苯二甲酸乙二醇酯共聚物(PETG)膜和片,經二醇改質的聚酯物件,丙烯酸酯苯乙烯丙烯腈共擠出物件,特別是積層膜,苯乙烯共擠出物件,特別是積層膜,苯乙烯共聚物物件,聚酯物件,聚碳酸酯物件,環狀烯烴聚合物(COP)物件,三乙醯基纖維素(TAC)物件。本發明晶形的數量以及另外傳統添加劑的數量係由即將被穩定化的基材的特性以及其所欲最終用途而定。使用例如0.001至10%、較佳0.01至5%重量的本發明晶形以及視需要傳統添加劑(個以即將被穩定化的基材為基礎)係有利的。
亦可能使用0.0001至0.03%重量(以即將被穩定化的基材為基礎)本發明新穎晶形和0.05至0.5%重量(以即將被穩定化的基材為基礎)的不同光穩定劑;例如以上所述項目2其中之一者。
一些添加劑,例如填料(例如玻璃纖維),阻燃劑等亦可以較高負載被使用,例如高至60%或50%重量,特別高至30%重量的聚合物。
本發明晶形或穩定劑混合物亦可用於包括塗覆用結合劑例如表面塗覆或照像材料的組合物。
本發明穩定劑混合物的添加劑可以個別或混合物方式加入被穩定化的材料。視需要,個別成份可與另一在併入聚合物之前被混合,例如以乾燥狀態,藉密緻化或作為熔化物。
將本發明晶形和視需要的一或多種傳統添加劑加入聚合物中可以習知的方法進行,例如以粉體型式的乾式混合,或溶液,分散液或懸浮液型式的溼式混合,例如溶於惰性溶劑,水或油品中。將本發明晶形和視需要的一或多種傳統添加劑併入聚合物中,例如可在模製前或之後加入,或也可施用已溶解或分散的本發明晶形和視需要的一或多種傳統添加劑加入聚合物材料上,接著(或不需要)除去溶劑或懸浮/分散劑而進行。他們可以如乾燥混合物或粉體,或溶液、分散液、懸浮液或熔融物直接加入至加工裝置中(如擠出機,混合器等)。
併入能在任何配備攪拌元件的可加熱的裝置中進行,例如在密閉裝置中,如揑合器、混合器或攪拌裝置。併入較佳在擠出機或揑合器中進行。併入亦可在惰性大氣或同樣在氧存在下進行。
任何用於熔化和混合聚合物的傳統裝置可用於添加本發明晶形以及視需要的一或多種傳統添加劑。適當的裝置,例如為以上所述者,係為此項技藝所習知者。
較佳者,本發明晶形以及視需要的一或多種傳統添加劑係在擠出機中的加工步驟期間中加入。特別佳的加工裝置是單螺桿擠出機,反向旋轉和同向旋轉雙螺桿擠出機,行星-齒式輪擠出機或揑合器。也可能使用的加工機械其具有至少一個氣體排出室,如此可施與真空狀態。
適當的擠出機和揑合器是描述於,例如,Handbuch der Kunststoffextrusion,Vol.1 Grundlagen,Editors F. Hensen,W. Knappe,H. Potente,1989,pp. 3-7,ISBN:3-446-14339-4(Vol. 2 Extrusionsanlagen 1986,lSBN 3-446-14329-7)
。
例如,螺桿的長度是直徑的1至60倍,較佳地35至48倍。螺桿的旋轉速度較佳地是10至600轉/分鐘(rpm),最佳地是25至300rpm。
最大產出是依據螺桿的直徑、旋轉速度及驅動力而定。本發明的方法也可經調整前述參數,或使用秤重機輸送一定劑量而在低於最大產出量的情況下操作。
假使加入複數個組份,其能預先混合,或個別加入。
單獨本發明晶形或者視需要的一或多種傳統添加劑係可藉噴塗加入聚合物材料。特別有利的是,添加單獨本發明晶形或者視需要連同一或多種傳統添加劑係在聚合觸媒脫活化期間藉噴塗予以添加;在此情況下,釋出的蒸氣可用於脫活化。例如,視需要與其他添加劑藉由噴塗添加可有利的用於球體聚合烯烴。
單獨本發明晶形或者視需要的一或多種傳統添加劑亦可以濃縮物(母質混合物)形式被加入聚合物,該濃縮物包括單獨本發明晶形或者視需要的一或多種傳統添加劑,例如以1至40%、較佳自2至20%(相對於聚合物重量)的濃度。該聚合物不見得必須具有與添加劑所最終加入的聚合物相同的結構。該聚合物可以粉末、顆粒、溶液、懸浮液或乳膠形式被使用。
併入可在成形之前或期間進行,或者可藉由將已溶解或分散的單獨本發明晶形或者視需要的一或多種傳統添加劑施用於聚合物,其中可適用後續蒸發溶劑。若為彈性體的情況,其亦可以乳膠形式被穩定化。另一種將單獨本發明晶形或者視需要的一或多種傳統添加劑併入聚合物的可能性包括將其在聚合相對應單體之前、期間或聚合後立即加入或在交聯之前加入。單獨本發明晶形或者視需要的一或多種傳統添加劑可以原狀態或者以包封形式(例如於蠟或聚合物中)加入。
以該方式所得經穩定化聚合物組合物可被轉換成為成形的物件,例如成為纖維,膜,單絲,帶,非編織織物,表面塗覆、單片、多壁片,板片(panel)、容器、管和其他外形物,其係藉由常見方法,例如熱壓、旋轉、熱成形、擠出、共擠出、積層、吹模、塑料模(rotomoulding),噴塗或射出模製。
成形物件的實例為:
I-1)浮動裝置,海洋應用,浮動船塢,浮筒,甲板;墩、船、皮艇,槳和海灘補強設施用之塑膠木。
I-2)汽車應用,特別是保險桿,儀表板,電池,前後內襯,車罩下之模製元件,帽架子,行李箱內襯,內部內襯,安全氣囊覆蓋物,電子模製配備(燈),儀表板之窗格窗玻璃,車燈玻璃,儀器面板,外部內襯,車內裝潢,車燈,車頭燈,停車燈,後照燈,停止燈,內外部整理,門板,油箱,上釉前側,後窗,座位襯背,外部面板,電線絕緣,用於密封之剖面擠出,包覆,車柱包覆,底盤元件,排氣系統,燃料過濾器/過濾器,燃料泵,燃料槽,車體側面模製,活動車篷頂,外部鏡面,內部整理,扣件/固定元件,前端模組,玻璃,鉸鏈,剎車系統,行李/頂架,沖壓元件,密封,側衝擊防護,隔音材料/絕緣和車頂。
I-3)道路交通裝置,特別是號誌告示,道路標誌告示,汽車配件,警告三角號誌,醫用箱,安全帽,輪胎。
I-4)用於飛機、鐵路,汽車(車,機車)(包括裝潢)之裝置。
I-5)用於航空應用之裝置,特別是火箭和衛星,例如再進入之防護盾。
I-6)用於建築和設計之裝置,採礦應用,消音系統,街道避難所和庇護所。
II-1)一般器具,箱和覆蓋物和電子/電器裝置(個人電腦),電話,行動電話,印表機,電視機,影音裝置),花盆,衛星電視碟和面板裝置。
II-2)用於其他材料例如鋼或紡織物之加套。
II-3)用於電子工業之裝置,特別是插頭絕緣,特別是電腦插頭,電子和電器元件之箱子,印刷板,和用於電器資料儲存之材料,例如晶片,核對卡或信用卡。
II-4)電子用具,特別是洗衣機,衣物烘乾機,烤箱(微波爐),洗碗機,果汁機和電熨斗。
II-5)燈覆罩(如街燈,燈罩)。
II-6)電線電纜應用(半導體,絕緣和電纜加套)。
II-7)箔,係用於冷凝,冰箱,加熱裝置,冷氣機,電子元件封裝,半導體,咖啡機和吸塵器。
III-1)技術性物件,例如嵌齒輪(齒輪),幻燈片配件,間隔器,螺絲,螺釘,把手和手把。
III-2)轉子葉片,通風機和風車扇葉,太陽裝置,游泳池,游泳池覆蓋,池內襯,塘內襯,衣櫃,衣櫥,分隔壁,slat walls,摺疊壁,百葉窗(例如roller shutters),裝配,管路、套件和運輸帶間之連接。
III-3)衛生物件,特別是淋浴間,馬桶座,蓋子和洗臉槽。
III-4)衛生物件,特別是尿布(嬰兒,成人失禁),女姓衛生物件,淋浴簾幕,刷子,墊子,桶子,移動式廁所,牙刷和便盆。
III-5)管路(交錯或無交錯),供水,廢水和化學品用,供電線和電纜防護用之管路,用於氣體,油和污水之管路,排水溝,下水管和排水系統。
III-6)任何幾何形狀(嵌窗玻璃)之剖面和側面。
III-7)玻璃替代物,特別是經擠出之板,用於建築物之上釉(單壁,雙壁或多壁),飛機,學校,擠出片,用於建築物上釉之窗膜,火車,運輸,衛生物件和溫室。
III-8)板(壁,砧板),擠出塗覆(照片,無菌鋁箔包和管路塗覆),地窖,木材替代物,塑膠木材,木材複合物,壁,表面,傢俱,裝飾箔,地板覆蓋物(內部和外部應用),地板,溝槽板道和瓷磚。
III-9)進氣和排氣歧管。
III-10)水泥-,混凝土-,複合物應用和覆蓋,側面和積層,扶手,欄杆,廚房工作台,屋頂,屋頂片,瓷磚和水袋。
IV-1)板(壁,砧板),碟子,人造草皮,人造草,運動場環形人造覆蓋(運動),運動場環形人造地板(運動)和膠帶。
IV-2)編織織物連續和短纖,纖維(地毯/衛生物件/土木布/單長絲;過濾器;擦拭布/窗簾(遮陽)/醫療應用),整體纖維(應用例如長袍/防護衣),網,袍,電纜,線,索,線程,安全座位帶,衣物,內衣,手套,靴子,橡膠靴子,貼身內衣,服裝,泳衣,運動衣,傘(陽傘,遮陽物),降落傘,飛行傘,帆,“氣球綢”,露營物件,帳篷,空氣床,日光浴床,包裝袋和袋子。
IV-3)膜,絕緣,覆蓋和屋頂密封物,隧道,垃圾場,池塘,壁屋頂膜,土木膜,游泳池,窗簾(遮陽)/遮陽物,天篷,頂篷,壁紙,食物包裝(彈性和堅固),醫用包裝(彈性和堅固),安全氣囊/安全帶,扶手和靠頭物,地毯,中心控制台,儀表板,駕駛員座艙,門,頭頂控制台模組,門飾板,汽車車頂,內部照明,內部鏡,置物板,後行李覆蓋,座位,動力柱,動力輪,紡織物和艙室飾板。
V)膜(包裝,垃圾場,積層,農業和園藝,溫室,護蓋物,隧道,黑色牧草),包綑,游泳池,廢物袋,壁紙,拉伸膜,拉菲亞樹纖維,脫鹽膜,電池和連接器。
VI-1)食物堆積和包裝(彈性和堅固),瓶子。
VI-2)儲存系統例如箱(簍子),行李,箱子,家用箱,盤托,物架,軌道,履帶,螺絲盒,包裹,罐。
VI-3)匣,注射針,醫藥應用,用於任何運輸之容器,廢物籃和廢物盒,廢物袋,盒,灰塵盒,垃圾袋(bin liners),裝輪垃圾箱,一般容器,水/使用過的水/化學品/氣體/油/汽油/柴油用槽;槽內襯(tank liners),箱,條板箱,電池盒,電池箱,醫療裝置例如活塞,眼鏡應用,診斷裝置,以及用於醫藥水疱用之裝填。
VII-1)擠出塗覆(相片紙,利樂包(tetrapack),管路塗覆),任何種類之家用物件(例如,器具,熱水瓶/衣物吊),固定系統,例如插頭,電線和電纜鉗,夾,鎖合,鎖,快速關閉閥(snap-closures)。
VII-2)支撐裝置,用於休閒時間例如運動之物件和健身裝置,體操墊,滑雪鞋,旱冰鞋,滑雪板,big foot,運動用表面(例如網球埸地);螺旋閉鎖器,瓶塞,瓶蓋和罐子。
VII-3)一般性傢俱,發泡物件(墊子,吸震器),發泡體,海綿,抺布,墊子,花園椅子,運動場座椅,桌子,長椅,玩具,積木組件(板子/數子/球),遊戲室,溜滑梯以及玩具車。
VII-4) 光學和磁性資料儲存材料。
VII-5) 廚房用品(吃,喝,煮,儲存)。
VII-6) CD,卡帶和錄影帶盒;DVD電子物件,任何種類之辦公室供應物(圓珠筆,圖章以及印臺,滑鼠,架子,軌道),任何體積和容量之瓶子(飲料,清潔劑,包括香水之化妝品),以及黏著劑膠帶。
VII-7) 鞋類(鞋子/鞋底),鞋墊,高统靴(spats),黏著劑,結構性黏著劑,食物箱(水果,蔬菜,肉,魚),合成紙,瓶用標籤,長椅,人造關節(人類),印刷板(軟性印刷),印刷電路板,以及顯示器技術。
VII-8) 經填充聚合物之裝置(滑石,粉筆,瓷土(高嶺土),矽灰石,顏料,碳黑,二氧化鈦,雲母,奈米複合物,白雲石,矽酸鹽,玻璃,石綿)。
VIII-1構造物件,例如壁、隧道材料等。
在多層系統的用途亦為有利的。在此情況下,具有相當高含量(例如5至15%重量)的單獨本發明晶形或者視需要的一或多種傳統添加劑的根據本發明的聚合物組合物以薄層(10至100微米)被施用於由包含極少或無本發明晶形的聚合物所製成的成形物件。可隨著基本本體的成形(例如藉所謂共擠出)同時進行施用。然而,也可以對已成形的基本本體進行施用,例如藉膜之積層或藉溶液的塗覆。已完成的物件的外層或層具有紫外線濾光片的功能以保護物件內部免受紫外線照射。外層較佳包含5至15%重量、特別是5至10%重量的本發明晶形或者視需要的一或多種傳統添加劑。在透明濾光片層的情況下,紫外線吸收劑亦可存在於不同層或單一聚合物層。
以該方法被穩定化材料的特徵在於高耐候性,特別是高耐紫外線。結果,聚合物保留其機械性質以及其顏色和光澤達一段長時間、即使在戶外使用亦如此。
藉由使用本發明晶形或者視需要的一或多種傳統添加劑於紫外線濾光片層,可以有效地防止紫外線照射的通過以及其相關聯的受損效應。因此,產生保護性容器或包裝膜例如供食物、藥品或化妝品使用是可能的。
本發明晶形或者視需要的一或多種傳統添加劑可有利地使用於農用塑膠膜,例如聚乙烯膜,特別是作為溫室覆蓋用。根據本發明穩定的溫室膜或農用膜的特別優點為其可能過濾會直接傷害作物及/或有利於多種病源微生物(例如真菌和病毒)以及病源昆蟲(例如粉虱、蚜蟲和蓟馬)的散播的一部分紫外線照射。如果可以防止或減少紫外線對植物的照射該等害蟲,可以顯著減少該等害蟲。[R. Reuveni et al.,P1asticulture No. 102,p. 7(1994);Y. Antignus et al.,CIPA Congress March 1997,第23-33頁]。令人驚訝的是,雖然有紫外線過濾作用,需要特定頻帶的紫外線照射的溫室內有用昆蟲(大黃蜂或蜜蜂)的活動不會受到干擾。在同時,本發明的羥基苯基紫外線吸收劑表現出在聚烯烴中的優良相容性和持久性。據上所述,本發明亦有助於農用膜的改良以及敘述一種抑制栽種植物的微生物感染的方法,植物例如為蕃茄,胡瓜,葫蘆,甜瓜,柑橘,玫瑰,草莓,葡萄,紅椒等。
類似的,特別有利的本發明晶形或者視需要的一或多種傳統添加劑作為用於塗覆及記錄材料的用途,例如在US-A-2006/0,252,857,[0199]至[0306]段所述用於類似的紫外線穩定劑(系統)。併入US-A-2006/0,252,857為參考文獻。
本發明晶形特別有效地穩定總厚度為例如5至2000微米、較佳5至500微米、特別是20至500微米的薄單層或多層膜。多層膜可包含例如2至10層、較佳2至7層、特別是2至5層。此層可由相同或不同聚合物製成。
於玻璃、金屬、紙、水泥或木材上的積層係關本發明另一較佳實例。
因此,經本發明紫外線吸收劑的特定晶形穩定單層或多層聚酯係關於另一特佳的具體實例。合適的膜例如敘述於US-A-2008/0,146,703,其揭示內容併入本發明供參考。更詳細言之,在包含基本層B的多層聚酯膜中,膜的基本層B和其餘層的聚合物(不考慮紫外線穩定劑和其他以下會提到的添加劑)較佳包括至少80%重量的熱塑性聚酯。
以下將提到的重量比分比意指包括個別化合物的個別層的重量。
合適的聚酯包括(此外尚有)例如該等來自乙二醇和對苯二甲酸(等於聚對苯二甲酸乙二醇酯,PET),來自乙二醇和萘-2,6-二羧酸(等於聚乙烯-2,6-萘酸酯,PEN),來自1,4-雙羥基甲基環己烷和對苯二甲酸[等於聚(1,4-環己烷對苯二甲酸甲二醇酯),PCDT],以及來自乙二醇,萘-2,6-二羧酸和聯苯-4,4’-二羧酸(等於聚乙烯2,6-萘酸酯二苯甲酸酯,PENBB)和由異對苯二酸和乙二醇製成的聚酯,以及箂自該羧酸和二醇的任何混合物。特佳者為來自至少90莫耳%,特別是來自至少95莫耳%的乙二醇單元和對苯二甲酸單元或乙二醇單元和萘-2,6-二羧酸單元的聚酯。其餘單體單元例如為衍生自其他脂肪族,環脂肪族或芳香族二醇及/或二羧酸。
合適的其他脂肪族二醇例如為二乙二醇,三乙二醇以及脂肪族二醇,其係根通用式HO-(CH2
)n
-OH,其中n較佳為小於10。
此外,膜聚合物可包含高達20%重量的其他聚合物,例如聚烯烴(例如環烯烴,聚丙烯等),聚醯胺或聚醚醯亞胺。較佳者,其數量小於10%重量,以及特佳者聚合物係由100%重量的上述聚酯所組成。
此膜可額外地包含常見的為此技藝人士所習知的添加劑;例如該等列於上述項目1至14者。抗結塊劑較佳為用於多層膜(ABC,B為基本層)的外層(層A和C)。所用安定劑的較佳實例為磷化合物,例如磷酸或磷酸酯。另外的添加劑較佳實例為自基清除劑和/或熱穩定劑(例如該等IRGGNOX(RTM)範圍,較佳為IRGGNOX 1010(RTM))。
典型的抗結塊劑為無機及/或有機粒子,例如碳酸鈣,結晶或非結晶二氧化矽(SiO2
),滑石,碳酸鎂,碳酸鋇,硫酸鈣,硫酸鋇,磷酸鋰,磷酸鈣,磷酸鎂,氧化鋁,矽酸鋁,氟化鋰,所用二羧酸的鈣鹽、鋇鹽,鋅鹽或鎂鹽,二氧化鈦,高嶺土或經交聯的聚苯乙烯粒子,PMMA粒子或丙烯酸酯粒子。
可使用的其他抗結塊劑為二或多不同抗結塊劑的混合物或相同組成但是不同粒子尺寸的抗結塊劑的混合物。抗結塊劑可以有利的數量,例如以二醇分散液形式於聚縮合期間或藉由母質混合物形式於擠出期間被加入個別層。典型者,抗結塊劑的數量不超過5%重量、較佳不超過1%重量,以及白色顏料例如二氧化鈦不超過20%重量。
根據本發明,聚酯膜的總厚度較佳為1至500微米,特別是10至50微米,又特別是12至30微米。
膜具有一或多層,其間可獨立地包括上述添加劑。在多層膜中,其經證實當外層、光曝露層(或者當雙面光曝露和至少三層膜,二外層)比內層包含更多紫外線穩定劑時更有利。
經濟上及技術上特別有利的具體實例為具有二層以上的膜,其中多於25%、較佳多於30%和特佳多於35%的紫外線穩定劑係包含於外層,且特佳者為一外層包含大於25%、較佳多於30%以及特佳多於35%的穩定劑。
對此特殊用途而言,當每一層的紫外線穩定劑的數量不超過7%重量,較佳當每一層的紫外線穩定劑的數量不超過5%重量,其經證實係有利的,因為拉伸誘導結晶性增加會降低紫外線穩定劑在聚酯母質混合物中的溶解度,其可能導致紫外線穩定劑滲出。此處本發明特定晶形經證實特別有利,因為其其可能與聚酯母質混合物反應而形成共價鍵且表現特佳的低移動。
在多層的具體實例中,當至少面對入射光的第一二層包含紫外線穩定劑,經證實係有利的。較佳者,此等二層的二者中的紫外線穩定劑數量應該不低於0.1%重量。在透明具體實例中(透明度大於50%),當膜的所有層包含至少0.1重量的紫外線穩定劑,經證實係有利的。
當膜的面對光線層包含少於4%重量平均粒子尺寸d50
大於200nm的白色顏料(例如二氧化鈦,硫酸鋇,碳酸鈣等),經證實係有利的,當外層包含至少0.75%重量紫外線穩定劑以及特佳至少1.0%重量紫外線穩定劑。
在較佳具體實例中,在200℃膜表現縱向和橫向收縮率小於10%,較佳小於6%以及特佳小於4%。再者,在100℃膜表現膨脹率小於3%,較佳小於1%以及特佳小於0.3%。例如在捲曲之前藉合適的鬆弛而達成尺寸穩定性。
在另一具體實例中,膜在縱向和橫向方向的彈性模數亦表現大於3000N/mm2
、較佳大於3500N/mm2
、以及特佳大於4100N/mm2
。縱向和橫向方向的F5參數(在5%伸長的力量)較佳為大於80N/mm2
以及特別大於90N/mm2
。此等機械性質可例如經由為此技藝所習知的方法使膜經合適的雙軸伸長而達成。
該收縮和機械性質有利地影響膜紫外線老化和其他耐候條件如熱和濕氣之下的耐久性。
在另外較佳具體實例中,膜至少一面被塗覆黏著劑供印刷色彩用。合適的塗層例如為丙烯酸酯或共聚酯,其具有磺基異酞酸含量大於0.2%重量。
個別層的聚酯母質混合物聚合物係得自於例如聚縮合,其係以二羧酸和乙二醇(所謂”PTA”方法)起始,或者以二羧酸之酯、較佳二甲基酯和乙二醇(所謂”DMT”方法)起始。可用的聚對苯二甲酸乙二醇酯較佳具有SV(溶液黏度)值為600至900的範圍,以及聚乙烯-2,6-萘酸酯自約500至800。
視需要,粒子(若存在)可在聚酯製備期間被加入。為此目的,粒子被分散於乙二醇中,視需要經磨細,傾析等,以及在(轉)酯或聚縮合步驟中被加入反應器。在較佳的替代方法中,經濃縮的包含粒子或添加劑的聚酯母質混合物係以雙螺桿擠出機製備以及在膜擠出期間經無粒子聚酯予以稀釋。再者,可能直接在膜擠出期間添加粒子和添加劑至雙螺桿擠出機。
非交聯有機粒子例如於雙螺桿擠出機中加工而製備母質混合物,或者在膜擠出期間被直接加入。
紫外線穩定劑亦可經由母質混合物技術被加入膜。為此目的,聚酯原料於雙螺桿擠出機被塑化且加入紫外線穩定劑。接著,混合物經由孔口被擠出至水浴中,且經驟冷和製粒。當母質混合物包含的紫外線穩定劑數量為1至33%重量、較佳自5至25%重量以及特佳自10至20%重量時,經證實係有利的。在數量低於此範圍時並不經濟且高於25%重量時,聚合物基質中的紫外線穩定劑的鍵結變得不足,在高於33%重量的數值會造成明顯的”滲出”。
紫外線穩定劑亦可在膜製造期間被直接加入。為此目的,個別穩定劑數量係直接計量入擠出機中。然而,當使用多(至少二)螺桿擠出機時,此產生特佳的分佈結果。
再者,當擠出機攝入物被惰性氣體層(例如氮或氬)覆蓋,因為在膜製造設備的直接擠出以及在母質混合物製造中,本發明的紫外線穩定劑可能對由高擠出溫度所造成的氧化應力敏感,此經證實係有利的。
當使用單螺桿擠出機時,使聚酯預乾燥經證實係有利的。若為具有脫氣區域的雙螺桿擠出機,可省略乾燥步驟。
首先,層的聚合物或聚合物混合物,或者在個別層的多層膜被方便地於擠出機中壓縮和塑化。然後,熔化物可經由單或雙層噴嘴而形平膜熔化物,經由孔隙模具(寬孔隙噴嘴)壓縮以及經由冷輥和一或多個牽引輥的抽取,造成膜冷卻及固化。
根據本發明的膜經雙軸定位,亦即經雙軸拉伸。膜的雙軸拉伸一般係連續進行的。較佳首先進行縱向定位(亦即機械方向=MD方法),以及然後進行橫向定位(亦即與機械方向垂直=TD向方)。縱向拉伸可例如使用相當於所欲拉伸比之不同速度操作二輥來進行。對橫向拉伸而言,一般係使用合適的煤水車底架。
取代連續拉伸,可能使用同時拉伸,但並非必要。
進行拉伸的溫度可在相當大範圍內進行且其視所欲膜的性質而定。一般而言,縱向拉伸係在例如80至130℃範圍(加熱溫度自80至130℃)內進行,且在橫向方向係在例如自90℃(拉伸開始)至140℃(拉伸結束)的溫度範圍下進行。縱向拉伸的比例範圍為自例如2.0:1至5.5至1,較佳自2.2:1至5.0:1。橫向拉伸一般的比例範圍為例如自2.4:1至5.0:1,較佳自2.6:1至4.5:1。
為了達到所欲膜性質,當拉伸溫度(MD和TD方向)低125℃且較佳低於118℃時,此經證實係有利的。
在橫向拉伸之前,膜的一或二表面可藉習知方法進行線上(in-line)塗覆。線上塗覆可藉由實例而造成金屬層或印墨的改良黏著性,或者用於改良抗靜電性能或加工性能。當外共擠出層不包含粒子以改良滑動和捲曲特徵時,可在此階段施用包含塗覆的粒子。
在後續的熱固定期間,膜被維持在張力之下達一段約例如0.1至10秒及例如150至250℃之溫度,以期得到較佳的收縮值,在橫向鬆弛至少1%、較佳至少3%以及特佳至少4%。鬆弛較佳係在自150至190℃溫度範圍內進行的。較佳者,小於25%及大於5%總鬆弛在第一25%鬆弛時間內發生。然後,膜照往例地捲曲。
在膜製造期間,方便地確保所請材料可以20至60%重量(相對於膜總重量)再被導入擠出方法,而沒有任何對膜的物理和光學性質造成任何顯著負面效應。
膜表現非常優良的紫外線穩定性,低固有顏色,減少的紫外線穩定劑含量以及在膜製造期間減少的令人討厭的臭味。再者,其經顯示由於可能低量的紫外線穩定劑,模具壓力變化(在膜製造期間當在紫外線穩定和非穩定化膜型態間來回不定時)可被減少,以致在轉換時觀察到的較少的膜破裂。
因此,本發明亦特別關於以下具體實例:
I)根據本發明組合物製成的物件。
II)如以上所述物件,其係為模造物、塑料模造物件、射出成型物件、吹製模製物件、膜、帶、單絲、纖維、不織物、外形物、黏著劑、油灰(putty)或表面塗層。
III)如以上所述物件,其係為農業用物件。
IV)如以上所述物件,其係為選自由護蓋膜、小隧道膜、香焦蕉袋(banana bag)、直接覆蓋(direct covers)、不織物、尼龍繩(twines)和罐(pots)組成之群的農業用物件。
V)如以上所述物件,其係為膜,板或多層三明治板且其中有機材料為聚碳酸酯。
另外較佳的應用為透明上釉應用,例如雙軸定位聚對苯二甲酸乙二醇酯(BOPET)膜,聚甲基丙烯酸甲酯(PMMA)片,共擠出聚碳酸酯(PC)片,積層PC片(積層物可為PMMA或其他丙烯系),共擠出聚對苯二甲酸乙二醇酯(PET)或PET-G片或積層PET或PET-G片,其他積層應用,例如在不飽和聚酯(UP)上的BOPET,在聚氯乙烯(PVC)上的PMMA,在聚烯烴片上或在(木材聚合物複合物)WPC片上的PMMA或丙烯酸酯/苯乙烯丙腈共聚物(ASA),與PMMA共擠出的PMMA。
本發明另一具體實例係關於一種穩定化有機材料對抗受光、熱和氧化而誘導降解的方法,其包將本發明晶形併入其中。
本發明又另一具體實例係關於本發明特定2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚晶形在作為減少混濁劑的用途;特別是一種改良聚碳酸酯混濁的方法,其包括將本發明晶形併入其中。
以下實施例更詳細地例示本發明。所有本發明所提到的百分比和份數係為重量、除非另外說明。
實施例A:使用庚烷異構混合物合成2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚
300克N,N-二甲基甲醯胺(DMF),197.4克4-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-苯-1,3-二醇和70克碳酸鉀被加入玻璃反應器。混合物經加熱至T=90℃,加入120克2-乙基(正)-己基溴化物。在4小時反應至115℃之後,在120至150℃及在真空之下蒸餾DMF。殘留產物熔化物被冷卻至110℃,將800克庚烷異構混合物加入熱混合物。將庚烷混合物冷卻至72℃,加入200克水。在分離第一相之後,重覆數次水洗,直到最後分離的水層不再含鹽類。殘留水被蒸餾除去,經濾紙使庚烷溶液澄清。讓產物冷卻至最終0℃而使其結晶。在過濾之後,產物在100℃及在真空中經乾燥。
產量為230克(理論值的95%)
熔點(DSC)為118至126℃(最大尖峰在124℃)
所製得產物的特徵在於X射線繞射圖案,其係得自於銅-Kα照射,其表現繞射角(2-Theta)。
方法:
I)微差掃描熱分析儀(DSC)
Perkin-Elmer DSC儀器(RTM)(模型:DSC 820 FRS5),在乾燥氮大氣中操作,根據標準程序被用於分析產物的結晶行為。約5至10毫克樣品被密封於鋁杯中,以10℃/分鐘自30℃被加熱180℃,然後接著以10℃/分鐘被冷卻至0℃。
II)由銅-Kα照射所得到的X射線繞射圖案:
測量設備:X射線繞射儀D500(獨立theta/2-theta驅動)
製造商:BRUKERAXS(先前SIEMENS-ALBIS)
X射線製造機:Kristalloflex K 710 H(最大2.7kW,20-55kV,5-60mA)
控制裝置:Daco-MP
檢知器:閃爍計數器
X射線管:具有銅陽極的Type FK60-04
40樣品變化器
測量設定:
粉末樣品被置於銅-X射線照射來源(α-照射:kα1,λ.=1.540598,kα2,λ.=1.544426)和檢知器之中間的樣品載體。樣品以恆定角速度逐漸旋轉,然而檢知器以二倍於角速度繞著樣品旋轉(/2偶合)。
繞射角度(2)因此總是等於目視角度()的二倍。
kβ反射藉由濾紙受到抑制。
根據布拉格-布倫塔諾(Bragg-Brentano)”管-發散式薄膜-樣品-聚集薄膜-檢知器薄膜-檢知器”,使用二發散式薄膜(孔徑薄膜I=1.0°,孔徑薄膜II=1.0°),聚集薄膜(孔徑薄膜III=0.3°),kβ濾紙和檢知器薄膜(0.018°)完成聚焦。
樣品被定位的方式使得光學路徑(X射線照射-樣品-X射線繞射)被保持與動態測角儀平行(χ=0°)。
為了平均粒子尺寸分布和紋理,粉末樣品繞著垂直於其表面的持續旋轉(φ=0...360°)。
從2=3-43°所測得的繞射圖以增加2=0.02°(停留時間為2秒)被記錄。
類似者,特別有利的本發明晶形作為穩定劑的用途,例如於US-A-2006/0,252,857應用實施例[0391]至[0400]段所述以及US-A-2006/0,052,491實施例1至24作為類似紫外線穩定劑(系統)之用途。US-A-2006/0,252,857以及US-A-2006/0,052,491的揭示以引用方式併入本文。
實施例1:聚碳酸酯(PC)射出成型樣品的穩定化
經磨碎的聚碳酸酯(Lexan 145(RTM),由GE Innovation Polymer製造)在真空乾燥箱(Vacutherm 1400(RTM))中120℃被乾燥6小時,且與實施例A的產物於內混合機(MTI/M20 FU)中於80℃混合。混合物於280℃於雙螺桿擠出機(Berstorff ZE 25x32D(RTM))混練。在將所得組合物於120℃乾燥6小時之後,藉射出成型機器(Arburg 320 S(RTM))製備被混練化材料的2毫米板,筒溫度為300℃。
加速耐候係使用Atlas Ci65A(RTM)Weather-O-meter(=WOM),在乾燥模式(ASTM G 26 A)下操作。
混濁度係使用Haze-Gard plus(RTM)(BYK Gardner(RTM)),根據ASTM D-1003加以測量。
結果列於表1。
實施例2:聚甲基丙烯酸甲酯(PMMA)膜樣品的穩定化
將室溫下將10克聚甲基丙烯酸甲酯(Plexiglas 7N,由Evonik製造)與實施例A的產物溶於40克二氯甲烷。將5克此溶液倒於水晶盤上,在室溫下藉由Erichen(RTM)澆鑄機將此溶液被均勻地分散於水晶盤上。經過10分鐘,溶劑蒸發,製得20微米的溶液澆鑄膜。
加速耐候係使用Atlas Ci65A(RTM)Weather-O-meter(=WOM),在乾燥模式(ASTM G 26 A)下操作。
混濁度係使用Haze-Gard plus(RTM)(BYK Gardner(RTM)),根據ASTM D-1003加以測量。
結果列於表2。
實施例3:聚碳酸酯(PC)經擠出後的紫外線穩定劑濃度
經磨碎的聚碳酸酯(Makrolon 3108 FBL(RTM),由Bayer Material Science製造)在真空乾燥箱(Vacutherm 1400(RTM))中120℃被乾燥6小時。然後,經乾燥的聚碳酸酯粉末和5%(相對於聚碳酸酯重量)的實施例A的產物藉由二入料口入料至於雙螺桿擠出機(Berstorff ZE 25x32D(RTM)),並於280℃混練。在規則期間收集經混練的粒狀物並分析實施例A產物的濃度。
結果列於表3。
Claims (20)
- 一種2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形,其特徵在於X射線繞射圖案,其係得自於銅-K α照射,其表現繞射角(2-Theta)
- 一種2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形,其特徵在於熔點範圍為118至126℃。
- 一種製備根據申請專利範圍第1或2項之2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形的方法,其包括使4-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-苯-1,3-二醇和2-乙基(正)-己基溴化物在非質子極性有機溶劑及在鹼存在下反應;移除有機溶劑且使殘留熔化物冷卻至80℃至130℃;添加溶劑(S),其係選自由直鏈或分支C4 -C20 烷,其異構混合物,未經取代或經1至3個C1 -C8 烷基取代的C6 -C12 環烷,以及其異構混合物組成之群組;將混合物冷卻至50℃至90℃;以水沖洗以移除在反應期間形成的鹽;以及使2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚自有機相中結晶。
- 一種穩定劑混合物,其包含根據申請專利範圍第1或2項之2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形以及另外一或多種用於有機材料的傳統添加劑。
- 根據申請專利範圍第4項之穩定劑混合物,其中傳統添加劑係選自以下組成之群組:烷基化的單酚,烷基硫代甲基酚,對苯二酚和烷基化的對苯二酚,生育酚,羥基化 的硫代二苯醚,亞烷基雙酚,O-,N-和S-苯甲基化合物,羥基苯甲基化的丙二酸酯,芳香系的羥基苯甲基化合物,三化合物,苯甲基膦酸酯,醯基胺基酚,β-(3,5-二-三級-丁基-4-羥基苯基)丙酸和單-或多氫醇的酯類,β-(5-三級-丁基-4-羥基-3-甲基苯基)丙酸和單-或多氫醇的酯類,β-(3,5-二環己基-4-羥基苯基)丙酸和單-或多氫醇的酯類,3,5-二-三級-丁基-4-羥基苯基乙酸和單-或多氫醇的酯類,β-(3,5-二-三級-丁基-4-羥基苯基)丙酸的醯胺,抗壞血酸,胺抗氧化劑,2-(2’-羥基苯基)苯并三唑,2-羥基苯并苯酮,經取代的和未經取代的苯甲酸的酯類,丙烯酸酯,含鎳光穩定劑,立體位阻胺,乙二醯二胺,另外2-(2-羥基苯基)-1,3,5-三,金屬去活性劑,亞磷酸酯和亞膦酸酯,羥基胺,硝酮,硫代協乘劑,過氧化物清潔劑,聚醯胺穩定劑,鹼性協同穩定劑,成核劑,填充劑和補強劑,增塑劑,潤滑劑,乳化劑,顏料,流變添加劑,催化劑,流動改善劑,光學增亮劑,防火劑,抗靜電劑,發泡劑,苯并呋喃酮和吲哚滿酮。
- 根據申請專利範圍第4項之穩定劑混合物,其中傳統添加劑係為位阻胺化合物,其包含下式的二價基團:
- 根據申請專利範圍第4項之穩定劑混合物,其中傳統 添加劑係另外的紫外線吸收劑。
- 根據申請專利範圍第4項之穩定劑混合物,其中傳統添加劑係為選自由以2-(2'-羥基苯基)苯并三唑,2-羥基苯并苯酮,2-(2-羥基苯基)-1,3,5-三和氰基丙烯酸酯為基礎的紫外線吸收劑組成之群組之紫外線吸收劑;其限制條件為傳統添加劑不為根據申請專利範圍第1或2項的晶形。
- 根據申請專利範圍第4項之穩定劑混合物,其中傳統添加劑係為亞磷酸酯和亞膦酸酯。
- 一種組合物,其包括受到光、熱或氧化誘導而降解的有機材料和根據申請專利範圍第1或2項之2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形。
- 根據申請專利範圍第10項之組合物,其中有機材料係為合成聚合物。
- 根據申請專利範圍第10項之組合物,其中有機材料係為聚烯烴。
- 根據申請專利範圍第10項之組合物,其中有機材料係為工程塑膠。
- 根據申請專利範圍第10項之組合物,其中有機材料係為丙烯酸、聚酯或聚碳酸酯。
- 一種物件,其係由包括受到光、熱或氧化誘導而降 解的有機材料和根據申請專利範圍第1或2項之2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形的組合物所製成。
- 根據申請專利範圍第15項之物件,其係為模製物,塑料模(rotomoulding),射出模製物件,吹模模製物件,膜,帶,單絲,纖維,不織物,外形物,黏著劑,油灰(putty)或表面塗覆。
- 根據申請專利範圍第15項之物件,其係為農用物件。
- 根據申請專利範圍第15項之物件,其係為選自由護蓋膜、小隧道膜、香焦蕉袋(banana bag)、直接覆蓋(direct covers)、不織物、尼龍繩(twines)和罐(pots)組成之群的農用物件。
- 根據申請專利範圍第15項之物件,其係為膜,板或多層三明治板且其中有機材料係為聚碳酸酯,丙烯系或聚酯。
- 一種穩定有機材料對抗受到光、熱或氧化誘導而降解的方法,其包括將根據申請專利範圍第1或2項之2-(4,6-雙聯苯-4-基-1,3,5-三-2-基)-5-(2-乙基-(正)-己氧基)酚的晶形併入該有機材料。
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