TW202102562A - 無溶劑組合物 - Google Patents
無溶劑組合物 Download PDFInfo
- Publication number
- TW202102562A TW202102562A TW109120353A TW109120353A TW202102562A TW 202102562 A TW202102562 A TW 202102562A TW 109120353 A TW109120353 A TW 109120353A TW 109120353 A TW109120353 A TW 109120353A TW 202102562 A TW202102562 A TW 202102562A
- Authority
- TW
- Taiwan
- Prior art keywords
- solvent
- polyol
- free composition
- isocyanate
- acid compound
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 84
- 229920005862 polyol Polymers 0.000 claims abstract description 78
- 150000003077 polyols Chemical class 0.000 claims abstract description 74
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 37
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 239000012948 isocyanate Substances 0.000 claims description 44
- 150000002513 isocyanates Chemical class 0.000 claims description 44
- 239000002253 acid Substances 0.000 claims description 31
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 26
- -1 ethylene diamine tetraacetic acid compound Chemical class 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 5
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 3
- 150000008064 anhydrides Chemical class 0.000 claims description 3
- 229960001484 edetic acid Drugs 0.000 claims 2
- 239000010408 film Substances 0.000 description 31
- 239000000853 adhesive Substances 0.000 description 29
- 230000001070 adhesive effect Effects 0.000 description 29
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 14
- 239000003054 catalyst Substances 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 12
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- 239000011888 foil Substances 0.000 description 9
- POLIXZIAIMAECK-UHFFFAOYSA-N 4-[2-(2,6-dioxomorpholin-4-yl)ethyl]morpholine-2,6-dione Chemical compound C1C(=O)OC(=O)CN1CCN1CC(=O)OC(=O)C1 POLIXZIAIMAECK-UHFFFAOYSA-N 0.000 description 8
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 8
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- 150000003142 primary aromatic amines Chemical class 0.000 description 8
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- 239000004721 Polyphenylene oxide Substances 0.000 description 7
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- 238000000034 method Methods 0.000 description 7
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- 229920001228 polyisocyanate Polymers 0.000 description 7
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- 125000004432 carbon atom Chemical group C* 0.000 description 4
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- 239000003999 initiator Substances 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 238000003475 lamination Methods 0.000 description 4
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- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
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- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
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- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
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- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
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- YBXSYMIDZDBSFD-UHFFFAOYSA-L 3-acetyl-2,4-dioxopentanoate;dibutyltin(2+) Chemical compound CCCC[Sn+2]CCCC.CC(=O)C(C(C)=O)C(=O)C([O-])=O.CC(=O)C(C(C)=O)C(=O)C([O-])=O YBXSYMIDZDBSFD-UHFFFAOYSA-L 0.000 description 1
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- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- NBJODVYWAQLZOC-UHFFFAOYSA-L [dibutyl(octanoyloxy)stannyl] octanoate Chemical compound CCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCC NBJODVYWAQLZOC-UHFFFAOYSA-L 0.000 description 1
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- 125000006159 dianhydride group Chemical group 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
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- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
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Abstract
本揭示案之實施例係針對無溶劑組合物,該等組合物包含藉由使多元醇與胺基多羧酸化合物反應而形成之反應產物。
Description
本揭示案之實施例係針對無溶劑組合物,更特定言之,實施例係針對包含藉由使多元醇與胺基多羧酸化合物反應而形成之反應產物的無溶劑組合物。
無溶劑組合物可包含多元醇及異氰酸酯,以及其他可能的成分。舉例而言,當用於黏著劑應用時,無溶劑組合物可與兩個基板接觸,使得多元醇與異氰酸酯可彼此反應,形成固化產物且在兩個基板之間形成黏結。舉例而言,當用於塗層應用時,無溶劑組合物可與一個基板接觸,使得多元醇與異氰酸酯可彼此反應,形成固化產物。
本揭示案提供無溶劑組合物,該等組合物其包含:藉由使多元醇與胺基多羧酸化合物及異氰酸酯反應而製成之反應產物。
本揭示案之以上概述並不意欲描述所揭示之各實施例或本揭示案之每一實施方式。以下描述更特定地例示了說明性實施例。在申請案通篇之若干處,經由實例列舉提供指導,該等實例可以不同組合形式使用。在各情況下,所述列舉僅用作代表性群組且不應解釋為排他性列舉。
多元醇與胺基多羧酸化合物之反應產物揭示於本文中。反應產物可用於無溶劑組合物中,該無溶劑組合物可合乎期望地提供一或多種改良之特性例如,無溶劑組合物亦可稱作無溶劑黏著劑組合物或無溶劑塗層組合物。
例如,與包含類似於用於製成反應產物之多元醇的多元醇之其他組合物相比,包含該反應產物之無溶劑組合物可在7天內提供改良(亦即增加)之T-剝離黏結強度。在7天內增加之T-剝離黏結強度指示更大黏著強度,其對於多種應用而言為合乎期望的。
另外,與包含類似於用於製成反應產物之多元醇的多元醇之其他組合物相比,包含該反應產物之無溶劑組合物可提供改良(亦即增加)之蒸煮袋值。改良之蒸煮袋值可在使用本文所揭示之無溶劑組合物製成的封裝產品與消費產品結合使用時指示更大之黏著強度。對於多種應用而言,期望更大黏著強度。
如本文所用,無溶劑組合物係指以組合物之總重量計具有0重量%至5重量%之溶劑(例如有機溶劑或水)的組合物。一或多個實施例規定無溶劑組合物不包含溶劑及/或在無溶劑的情況下施加。在本文中,將所利用的以無溶劑組合物之總重量計0重量%至5重量%溶劑視為標稱量之溶劑,且因此可稱作無溶劑。
如所提及,本文揭示多元醇與胺基多羧酸化合物之反應產物。如本文所用,「胺基多羧酸化合物」包含其衍生物及/或結構類似物。一或多個實施例規定胺基多羧酸化合物為乙二胺四乙酸化合物。胺基多羧酸化合物、衍生物及/或結構類似物之實例包含但不限於乙二胺四乙酸酐、乙二胺四乙酸、二伸乙三胺五乙酸二酐、4,4'-(丙烷-1,2-二基)雙(嗎啉-2,6-二酮)、4,4'-(丙烷-1,3-二基)雙(嗎啉-2,6-二酮)及4,4'-(氧基雙(乙烷-2,1-二基))雙(嗎啉-2,6-二酮)。本揭示案之一或多個實施例規定乙二胺四乙酸化合物可選自乙二胺四乙酸酐、乙二胺四乙酸及其組合。
本揭示案之實施例規定與胺基多羧酸化合物反應之多元醇可為聚醚多元醇、聚酯多元醇或其組合。
可藉由已知製程(例如藉由使用已知組分、已知設備及已知反應條件)製成多元醇。可商購獲得多元醇。
市售多元醇之實例包含但不限於以商標名VORANOLTM
、TERCAROLTM
、MOR-FREETM
、PRIPLASTTM
及VORATECTM
以及其他出售之多元醇。
本揭示案之一或多個實施例規定多元醇可包含聚醚多元醇。可藉由已知製程製備聚醚多元醇。舉例而言,可藉由起始物化合物之烷氧基化來製備聚醚多元醇。烷氧基化為至少一種環氧烷烴(例如環氧乙烷、1,2-環氧丙烷或1,2-環氧丁烷)之陰離子加成聚合。可被稱作引發劑之起始物化合物為在聚合反應中經烷氧基化之任何有機化合物。引發劑可含有2個或更多個羥基及/或胺基。可使用起始化合物/引發劑之混合物。引發劑化合物之實例包含但不限於乙二醇、二乙二醇、三乙二醇、丙二醇、二丙二醇、三丙二醇、1,4-丁二醇、1,6-己二醇、1,8-辛二醇、環己烷二甲醇、甘油、三羥甲基丙烷、三羥甲基乙烷、季戊四醇、山梨醇、蔗糖以及此等中之任一者之烷氧基化物(尤其乙氧化物及/或丙氧基化物)、多元胺及二烷醇胺或三烷醇胺。若若干環氧化物用於合成聚醚多元醇,則後者可具有所需的氧基伸烷基部分之任何排列。其可為均聚物(若僅使用一種環氧化物)、共聚物、無規共聚物、封端聚合物或用不同環氧化物之混合物合成以獲得所需含量之一級羥基的聚合物。
本揭示案之一或多個實施例規定多元醇可包含聚酯多元醇。可由例如具有2至12個碳原子之有機二羧酸(包含具有8至12個碳原子之芳族二羧酸)及多元醇(包括具有2至12個碳原子之二醇)來製備聚酯多元醇。適合之二羧酸之實例為丁二酸、戊二酸、己二酸、辛二酸、壬二酸、癸二酸、癸烷二甲酸、順丁烯二酸、反丁烯二酸、鄰苯二甲酸、間苯二甲酸、對苯二甲酸及異構萘二甲酸。可單獨使用或彼此混合使用二羧酸。游離二羧酸可置換為對應二羧酸衍生物,例如具有1至4個碳原子之醇之二羧酸酯或二羧酸酸酐。一些特定實例可利用二羧酸混合物(其包含呈例如20至35:35至50:20至32重量份之比率的丁二酸、戊二酸及己二酸),及鄰苯二甲酸及/或鄰苯二甲酸酐與己二酸之混合物、鄰苯二甲酸或鄰苯二甲酸酐、間苯二甲酸及己二酸之混合物或丁二酸、戊二酸及己二酸之二羧酸混合物及對苯二甲酸及己二酸之混合物或丁二酸、戊二酸及己二酸之二羧酸混合物。二元醇及多元醇之實例為乙二醇、二乙二醇、1,2-丙二醇及1,3-丙二醇、二丙二醇、1,4-丁二醇、1,5-戊二醇、1,6-己二醇、1,10-癸二醇、甘油、三羥甲基丙烷以及其他。一些特定實例規定乙二醇、二乙二醇、1,4-丁二醇、1,5-戊二醇、1,6-己二醇或該等二醇中之至少兩者之混合物,尤其1,4-丁二醇、1,5-戊二醇及1,6-己二醇之混合物。此外,亦可採用由內酯(例如ε-己內酯)或羥基羧酸(例如ω-羥基己酸及氫苯甲酸)製成之聚酯多元醇。
可藉由例如以1:1至1:1.8(例如1:1.05至1:1.2)之莫耳比將有機多羧酸及/或其衍生物與多元醇聚縮合來製備聚酯多元醇。
用於製成本文所揭示之反應產物的多元醇之重均分子量可為300至12,000 g/mol。包含300至12,000 g/mol之所有個別值及子範圍;例如多元醇之重均分子量可為300、400、500、750或1000之下限至12,000、10,000、8000、5000或3000 g/mol之上限。
用於製成本文所揭示之反應產物的多元醇之平均官能度(亦即羥基官能度)可為1.5至5.0。包含1.5至5.0之所有個別值及子範圍;例如多元醇之平均官能度可為1.5、1.7或2.0之下限至5.0、4.0或3.0之上限。
可藉由使多元醇及胺基多羧酸化合物以100:0.5至100:10的多元醇羥基莫耳數與胺基多羧酸化合物官能基莫耳數之莫耳比來反應,製成多元醇及胺基多羧酸化合物之反應產物。{3}包含100:0.5至100:10之多元醇羥基莫耳數比胺基多羧酸化合物官能基莫耳數之比的所有個別值及子範圍;例如多元醇可以100:0.5、100:1、100:2、100:3、100:4、100:5、100:6、100:7、100:8、100:9或100:10的多元醇羥基莫耳數與胺基多羧酸化合物官能基莫耳數之莫耳比與乙二胺四乙酸化合物反應。胺基多羧酸化合物官能基包含二酐、單酐二酸、四酸及其組合。
可使用已知設備及反應條件形成反應產物。舉例而言,可將反應物(亦即多元醇及胺基多羧酸化合物)加熱至任何所期望溫度持續足以實現所期望化學/物理轉化之規定時間。作為實例,可在50℃至200℃之溫度下形成反應產物;反應可發生(例如維持)約5分鐘至約48小時;且反應可在惰性環境(諸如氮氣環境)中進行。可視情況藉由催化劑形成反應產物。
以反應產物之總重量計,多元醇與胺基多羧酸化合物之反應產物可包含0.03至10.0重量%的衍生自胺基多羧酸化合物之單元。包括0.03至10.0重量%的衍生自胺基多羧酸化合物之單元的所有個別值及子範圍;例如以反應產物之總重量計,反應產物可包含0.03、0.05、0.08或1.0之下限至10.0、8.0、6.0或5.0重量%之上限的衍生自胺基多羧酸化合物之單元。
本揭示案之實施例提供無溶劑組合物,其包含多元醇與胺基多羧酸化合物之反應產物及異氰酸酯。可利用已知條件及已知設備製備(例如混合)無溶劑組合物,該等已知條件及已知設備可針對不同應用而變化。
異氰酸酯可為聚異氰酸酯。如本文所用,「聚異氰酸酯」係指具有平均大於1.0個異氰酸酯基/分子之分子,例如平均異氰酸酯官能度大於1.0。
異氰酸酯可為例如脂族聚異氰酸酯、環脂族聚異氰酸酯、芳基脂族聚異氰酸酯、芳族聚異氰酸酯或其組合。異氰酸酯之實例包含但不限於甲苯2,4-/2,6-二異氰酸酯(TDI)、亞甲基二苯基二異氰酸酯(MDI)、聚合MDI、三異氰酸醋基壬烷(TIN)、萘基二異氰酸酯(NDI)、4,4'-二異氰酸基二環己基甲烷、3-異氰酸酯基甲基-3,3,5-三甲基環己基異氰酸酯(異佛爾酮二異氰酸酯IPDI)、伸丁基二異氰酸酯、二異氰酸己二酯(HDI)、2-甲基五亞甲基二異氰酸酯、2,2,4-三甲基六亞甲基二異氰酸酯(THDI)、伸十二烷基二異氰酸酯、1,4-二異氰酸酯基環己烷、4,4'-二異氰酸-3,3'-二甲基二環己基甲烷、4,4'-二異氰酸-2,2-二環己基丙烷、3-異氰酸酯基甲基-1-甲基-1-異氰酸醋基環己烷(MCI)、1,3-二異辛基氰酸醋基-4-甲基環己烷、1,3-二異氰酸-2-甲基環己烷及其組合以及其他。除了上文所提及之異氰酸酯之外,可利用包含脲二酮、異氰尿酸酯、碳化二亞胺、脲并亞胺、脲基甲酸酯或縮二脲結構及其組合之部分改質聚異氰酸酯。
異氰酸酯可為聚合的。如本文中所用,在描述異氰酸酯時,「聚合的」係指更高分子量同系物及/或異構體。舉例而言,聚合亞甲基二苯基異氰酸酯係指亞甲基二苯基異氰酸酯之更高分子量同系物及/或異構體。
異氰酸酯可為預聚物。舉例而言,異氰酸酯可為異氰酸酯封端之預聚物,例如異氰酸酯封端之聚胺基甲酸酯預聚物。可藉由使異氰酸酯與多元醇反應來製成預聚物。
如所提及,異氰酸酯之平均官能度可為大於1.0個異氰酸酯基/分子。舉例而言,異氰酸酯之平均官能度可為1.75至3.50。包含1.75至3.50之所有個別值及子範圍;舉例而言,異氰酸酯之平均官能度可為1.75、1.85或1.95之下限至3.50、3.40或3.30之上限。
異氰酸酯可具有125 g/eq至300 g/eq之異氰酸酯當量。包含125至300 g/eq之所有個別值及子範圍;舉例而言,異氰酸酯可具有125、135或145之下限至300、290或280 g/eq之上限的異氰酸酯當量。
可藉由已知製程製備異氰酸酯。舉例而言,可藉由以下步驟製備異氰酸酯:使相應多元胺光氣化同時形成聚胺甲醯基氯化物且將其熱解來得到異氰酸酯及氯化氫,或藉由無光製程,諸如使相應多元胺與脲及醇反應得到聚胺基甲酸酯且將其熱解來得到例如異氰酸酯及醇。
可商購獲得異氰酸酯。可利用的商用異氰酸酯及/或NCO封端之預聚物之實例包含但不限於可以商標名MOR-FREETM
、VORANATETM
及PAPITM
購自陶氏化學公司(The Dow Chemical Company)之異氰酸酯以及其他商用異氰酸酯。
可利用異氰酸酯以使得無溶劑組合物之異氰酸酯指數在1.0至1.6範圍內。可以異氰酸酯之當量除以無溶劑組合物之異氰酸酯反應性組分(例如多重合異氰酸酯反應性氫)之總當量的形式來測定異氰酸酯指數。換言之,可以異氰酸酯基與異氰酸酯反應性氫之比率的形式來測定異氰酸酯指數。包含1.0至1.6之所有個別值及子範圍;舉例而言,無溶劑組合物之異氰酸酯指數可為1.0、1.05或1.1之下限至1.6、1.5或1.45之上限。
無溶劑組合物可包含催化劑,例如用於形成聚胺基甲酸酯之已知催化劑。催化劑之實例包含鋁催化劑、鉍催化劑、錫催化劑、釩催化劑、鋅催化劑、鋯催化劑、鈦催化劑、胺催化劑及其組合。一或多個實施例規定催化劑係選自二乙酸二丁基錫、二月桂酸二丁基錫、二乙醯基丙酮酸二丁基錫、二硫醇二丁基錫、二辛酸二丁基錫、二順丁烯二酸二丁基錫、丙酮基丙酮酸二丁基錫、氧化(二丁基)錫及其組合。當利用時,以無溶劑組合物之總重量計,催化劑可為0.001百萬分率(ppm)至100 ppm。舉例而言,以無溶劑組合物之總重量計,催化劑可為0.005 ppm至10 ppm。
無溶劑組合物為此項技術中已知的且可用於多種應用,例如作為黏著劑,諸如層壓黏著劑,或作為塗料。本揭示案之實施例規定無溶劑組合物可包含一或多種額外組分,諸如與黏著劑組合物一起使用之已知組分及/或與例如塗層組合物一起使用之已知組分。不同額外組分及/或不同量之額外組分可用於各種應用。額外組分之實例包含多元醇、界面活性劑、螯合劑、交聯劑、擴鏈劑、抗氧化劑及其組合,以及其他已知之組分。
有利地,可將無溶劑組合物施加至材料。舉例而言,無溶劑組合物可施加至第一材料且第二材料可與無溶劑組合物接觸;其後,無溶劑組合物可經固化以形成層壓物。此外,無溶劑組合物可施加至第一材料且隨後該組合物可經固化以形成塗層。可藉由已知製程(例如藉由使用已知組分、已知設備及已知施加條件,諸如凹版層壓、彈性圖形層壓等)來施加無溶劑組合物。另外,無溶劑組合物及異氰酸酯可施加至不同基板上且隨後層壓在一起。
本文所揭示之無溶劑組合物可經固化,例如多元醇與胺基多羧酸化合物之反應產物與異氰酸酯可彼此反應以形成固化產物。已知固化條件,諸如溫度、濕度及持續時間,可用於使本文所揭示之無溶劑組合物固化。
有利地,與包含類似於用於製成反應產物之多元醇的多元醇之其他組合物相比,本文所揭示之無溶劑組合物可例如在固化時提供在7天內改良之T-剝離黏結強度。如所提及,在7天內增加之T-剝離黏結強度指示更大黏著強度。此更大黏著強度可合乎期望地幫助為用本文所揭示之無溶劑組合物製成之產品提供更強密封。
有利地,與包含類似於用於製成反應產物之多元醇的多元醇之其他組合物相比,本文所揭示之無溶劑組合物可例如在固化時提供改良之蒸煮袋值。當本文所揭示之用無溶劑組合物製成之封裝產品與諸如醬以及其他之消費產品結合使用時,改良之蒸煮袋值指示更大之黏著強度。換言之,改良之蒸煮袋值可指示所期望的改良的消費產品對封裝失效之耐性。
另外,與包含類似於用於製成反應產物之多元醇的多元醇之其他組合物相比,包含該反應產物之無溶劑組合物可提供改良的,例如更快的固化。有利地,相對更快之固化可幫助提供更快之一級芳族胺(PAA)衰變。對於多種應用(諸如與食物法規遵循性相關之應用),可能期望更快之一級芳族胺衰變。此外,與包含類似於用於製成反應產物之多元醇的多元醇之其他組合物相比,包含該反應產物之無溶劑組合物可提供改良的,例如延長的使用期限。
實施例規定無溶劑組合物可與各種材料,例如基板一起使用。可與本文揭示之無溶劑組合物一起使用之材料之實例包含聚合材料,諸如聚對苯二甲酸伸乙酯、聚乙烯、聚丙烯及其組合。聚合材料可為例如膜。實施例規定可與無溶劑組合物一起使用之材料可包含金屬,例如箔或金屬化膜。箔及金屬化膜為眾所周知的。舉例而言,聚合材料可在金屬化之前經預處理,諸如藉由電暈處理及電漿處理。接著,可藉由物理氣相沈積製程來進行金屬化。在此類製程中,加熱金屬且將其在真空下蒸發。金屬接著在聚合材料上冷凝以形成金屬化膜。適合的金屬之實例包含但不限於鋁、鎳、鉻及其組合。實施例規定黏著劑組合物可用於例如膜對膜層壓及膜對箔層壓。
實例
在實例中,使用材料之各種術語及名稱,包含例如以下的術語及名稱:
胺基多羧酸化合物(乙二胺四乙酸二酐;獲自奧德里奇(Aldrich));
多元醇#1(多元醇;70重量%聚醚多元醇/30重量%蓖麻油摻合物;聚醚多元醇的平均官能度為2.0至3.0,且重量平均當量重量為1280 g/mol);
多元醇#2(63重量%多元醇/27重量%蓖麻油/10重量%矽烷摻合物;多元醇的平均官能度為2.0至3.0,且重量平均當量重量為1200 g/mol);
PACACEL L-75-191(NCO封端之無溶劑聚胺基甲酸酯黏著劑;獲自陶氏化學公司);
金屬化PET膜(金屬化48 g PET膜;獲自Filmquest集團);PET膜(48 LBT;聚酯膜[聚(乙二醇-對苯二甲酸酯];獲自杜邦公司(DuPont));PET/箔層壓膜(PET Al箔膜;獲自膜科技公司(FILM TECH Inc.));低密度聚乙烯膜(GF-19膜;高滑移低密度膜;厚度1.5密耳;獲自伯氏塑膠公司(Berry Plastics Corp))。
實例1,如下製成多元醇與乙二胺四乙酸二酐之反應產物。將多元醇#1(99.5公克)添加至容器中且在氮氣下在大致120℃下乾燥60分鐘。隨後,將容器之內含物冷卻至大致80℃且將乙二胺四乙酸二酐(0.5公克)添加至容器中。將容器之內含物緩慢加熱至150℃且保持在該溫度下大致1小時;其後,將容器之內含物緩慢加熱至160℃且保持在該溫度下大致1小時;其後,將容器之內含物緩慢加熱至180℃且保持在該溫度下大致3小時。隨後,將容器之內含物冷卻至大致60℃且過濾,得到實例1。實例1包含以實例1之總重量計0.5重量%的衍生自乙二胺四乙酸二酐之單元。
實例2,根據實例1製成多元醇與乙二胺四乙酸二酐之反應產物,其不同之處在於採用多元醇#1(99公克)。實例2包含以實例2之總重量計1.0重量%的衍生自乙二胺四乙酸二酐之單元。
多個特性實例1-2及多元醇#1。根據ASTM E 1899-08測定OH數目;根據ASTM D4274-16測定酸值;經由SEC分析如下描述數均分子量(Mn
)及重均分子量(Mw
)。將各個樣品(0.01公克)溶解於四氫呋喃(4.0 mL)中以得到樣品濃度(2.5 mg/mL)。分離模組:沃特世(Waters)e2695;管柱:聚合物實驗室PL凝膠混合E(Polymer Labs PLGel Mixed E)管柱×2,3 µm粒度及混合C管柱×1,5 µm粒度;管柱溫度:40℃;溶離劑:四氫呋喃(未穩定的);流速:1 mL/min;注射體積:50 µL;分析時間:40分鐘;檢測器:沃特世2414折射率偵儉器(Waters 2414 Refractive Index Detector)(40℃);校準:安捷倫技術聚苯乙烯(PS)-媒介EasiVials(Agilent Technologies Polystyrene(PS)-Medium EasiVials),批號0006386106;軟件:安捷倫(Agilent)OpenLAB CDS(EZChrome版)A.04.06型。
結果報告於表1中。
表1
實例1 | 實例2 | 多元醇#1 | |
OH數目 (mg KOH/g) | 234 | 217 | 236 |
酸值 (mg KOH/g) | 4.02 | 3.81 | 1.28 |
數均分子量 | 1080 | 1110 | 1070 |
重均分子量 | 1290 | 1360 | 1280 |
分子量分散度 (Mw /Mn ) | 1.19 | 1.23 | 1.20 |
表1之數據說明對於實例1-2,製成多元醇與乙二胺四乙酸二酐之反應產物。
實例3,如下形成無溶劑組合物。在1.3之異氰酸酯指數下,將實例1及PACACEL L75-191用輥混合器混合10分鐘,得到實例3。
實例4,如下形成無溶劑組合物。在1.3之異氰酸酯指數下,將實例2及PACACEL L75-191用輥混合器混合10分鐘,得到實例4。
利用如下實例3製備層壓物。利用油加熱滾筒手動層壓機(夾持溫度為150℉;運行速度為20 ft/min)及大致1.05磅/令之塗層重量。藉由薄片製備具有大致12吋×10吋塗層面積之層壓物。將實例3調配為含35重量%固體之乙酸乙酯,且接著塗佈至一級膜上;將經塗佈之一級膜烘箱乾燥(90℃;大致1分鐘)。接著將經塗佈之一級膜用經油加熱之滾筒手動層壓機(大致40 psi)層壓至二級膜上;接著在大致20℃下固化層壓物七天。
如上文所論述,利用由多元醇#1及PACACEL L75-191組成之比較實例A製備層壓物,得到1.3之異氰酸酯指數。
對層壓物進行T-剝離黏結強度測試及蒸煮袋測試。結果報告於表2中。
在英斯特朗公司(Instron)拉力測試儀上用50 N負載單元以10吋/分鐘之速率對1吋條帶量測T-剝離黏結強度。測試各層壓物之三個條帶,且記錄高強度及平均強度以及失效模式。在膜撕裂及膜拉伸之情況下,報告較高黏結強度值,且在其他失效模式中,報告平均T-剝離黏結強度。
如下進行層壓物之蒸煮袋測試。將固化之層壓物(9吋×11吋)摺疊以形成雙層,使得一個層之PE膜與另一層之PE膜接觸。接著用切紙機修整邊緣以獲得摺疊片(大致5吋×7吋)。接著熱密封邊緣以形成內部大小為4吋×6吋之小袋。接著經由開放邊緣向小袋填充100 mL等重量份番茄醬、醋及植物油之醬摻合物。在填充之後,以使小袋內側之空氣截留最小化的方式將小袋密封。接著將經填充之小袋小心地置放於沸水中且保持浸沒於水中30分鐘或60分鐘。當完成時,將隧穿、分層或洩露之程度與標記出的預先存在之缺陷比較。
表2
實例3 | 比較 實例A | |
一級膜:金屬化PET膜 二級膜:低密度聚乙烯膜 | ||
T-剝離黏結強度 (7天) | 1931 g/25mm | 1586 g/25mm |
失效模式 | 部分金屬轉移 | 黏著劑轉移 (與二級膜黏著之黏著劑) |
一級膜:PET/箔層壓膜(塗佈箔側) 二級膜:聚乙烯膜 | ||
T-剝離黏結強度 (7天) | 50119 g/25mm | 38313 g/25mm |
T-剝離黏結強度 失效模式 | 黏著劑轉移 (與二級膜黏著之黏著劑) | 黏著劑轉移 (與二級膜黏著之黏著劑) |
蒸煮袋 (30分鐘) | 1536 g/25mm | 3825 g/25mm |
蒸煮袋 失效模式 | 黏著劑轉移 (與二級膜黏著之黏著劑) | 黏著劑轉移 (與二級膜黏著之黏著劑) |
表2之數據說明如與比較實例A相比,對於包含金屬化膜之兩個層壓物,實例3宜在7天內具有改良之T-剝離黏結強度。
另外,表2之數據說明與比較實例A相比,對於包含金屬化膜之層壓物,實例3宜在30分鐘內具有改良之蒸煮袋值。改良之蒸煮袋值有利地說明所測試之醬摻合物之更大黏著強度。
如上文所論述,利用實例4製備層壓物。利用由多元醇#2及PACACEL L75-191組成之比較實例B製備層壓物,得到如上文所論述的1.3之異氰酸酯指數。如上文所論述,對層壓物進行T-剝離黏結強度測試及蒸煮袋測試。結果報告於表3中。
表3
實例4 | 比較 實例B | |
一級膜:PET膜 二級膜:金屬化PET膜 | ||
T-剝離黏結強度 (7天) | 2094 g/25mm | 1248 g/25mm |
失效模式 | 部分金屬轉移 | 黏著劑轉移 (與一級膜黏著之黏著劑) |
一級膜:PET/箔層壓膜(塗佈箔側) 二級膜:聚乙烯膜 | ||
T-剝離黏結強度 (7天) | 42218 g/25mm | 36217 g/25mm |
T-剝離黏結強度 失效模式 | 黏著劑轉移 (與二級膜黏著之黏著劑) | 黏著劑轉移 (與二級膜黏著之黏著劑) |
蒸煮袋 (30分鐘) | 17031 g/25mm | 1393 g/25mm |
蒸煮袋 失效模式 | 黏著劑轉移 (與二級膜黏著之黏著劑) | 黏著劑轉移 (與二級膜黏著之黏著劑) |
蒸煮袋 (60分鐘) | 19016 g/25mm | 13433 g/25mm |
蒸煮袋 失效模式 | 黏著劑轉移 (與二級膜黏著之黏著劑) | 黏著劑轉移 (與二級膜黏著之黏著劑) |
表3之數據說明如與比較實例B相比,對於包含金屬化膜之兩個層壓物,實例4宜在7天內具有改良之T-剝離黏結強度。
另外,表3之數據說明與比較實例B相比,對於包含金屬化膜之層壓物,實例4宜在30分鐘內具有改良之蒸煮袋值。改良之蒸煮袋值有利地說明所測試之醬摻合物之更大黏著強度。
另外,表3之數據說明與比較實例B相比,對於包含金屬化膜之層壓物,實例4宜在60分鐘內具有改良之蒸煮袋值。改良之蒸煮袋值有利地說明所測試之醬摻合物之更大黏著強度。
如下測定一級芳族胺(「PAA」)衰變。樣品在25℃及50%相對濕度下固化2天。隨後,摺疊固化之層壓結構以形成雙層,使得一層聚乙烯膜與另一層聚乙烯膜接觸。隨後用切紙機修整邊緣,得到摺疊片(6.5吋×7吋)。隨後熱密封邊緣以形成內部尺寸為5.5吋×5.6吋之小袋。隨後用100 mL 3重量%乙酸溶液填充小袋。在70℃下在空氣循環烘箱中提取小袋2小時,且隨後在冷自來水中浸沒冷卻,以允許測試溶液在室溫下平衡,將100 ml測試溶液轉移至燒杯中。藉由比色法測定提取至3重量%乙酸溶液之一級芳族胺之量。結果報告於表4中。
表4
實例4 | 比較實例 A | |
所提取之一級芳族胺 | 1.4 (十億分率) | 3.8 (十億分率) |
表4之數據說明與比較實例A相比,實例4宜具有改良的,亦即降低的一級芳族胺衰變。
此外,表4之數據說明與比較實例A相比,實例4宜具有小於2.0 ppb之一級芳族胺濃度。德國聯邦風險評估研究所(German Federal Institute for Risk Assessment,BfR)已在意見書中建議小於2.0 ppb之一級芳族胺濃度。
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Claims (9)
- 一種無溶劑組合物,其包括, 藉由使多元醇與胺基多羧酸化合物反應而製成之反應產物;及 異氰酸酯。
- 如請求項1之無溶劑組合物,其中該胺基多羧酸化合物為乙二胺四乙酸化合物。
- 如請求項1之無溶劑組合物,其中該胺基多羧酸化合物係選自乙二胺四乙酸酐、乙二胺四乙酸及其組合。
- 如請求項1之無溶劑組合物,其中以該反應產物之總重量計,該反應產物具有0.03至10.0重量%的衍生自該胺基多羧酸化合物之單元。
- 如請求項1之無溶劑組合物,其中該多元醇之重均分子量為300至12,000 g/mol。
- 如請求項1之無溶劑組合物,其中該多元醇之平均官能度為1.5至5.0。
- 如請求項1之無溶劑組合物,其中該多元醇及該胺基多羧酸化合物以100:0.5至100:10的多元醇羥基莫耳數比胺基多羧酸化合物官能基莫耳數之莫耳比反應。
- 如請求項1之無溶劑組合物,其中該無溶劑組合物之異氰酸酯指數為1.0至1.6。
- 一種層壓物,其由如請求項1至8中任一項之無溶劑組合物形成。
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