TWI610956B - 用於塗覆織物之聚胺基甲酸酯分散液 - Google Patents
用於塗覆織物之聚胺基甲酸酯分散液 Download PDFInfo
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- TWI610956B TWI610956B TW102102565A TW102102565A TWI610956B TW I610956 B TWI610956 B TW I610956B TW 102102565 A TW102102565 A TW 102102565A TW 102102565 A TW102102565 A TW 102102565A TW I610956 B TWI610956 B TW I610956B
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- polyurethane
- dihydrazine
- dihydrazide
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Abstract
本發明有關一種水性聚胺基甲酸酯分散液,其含有具合併二醯肼化合物之陰離子親水化及非離子親水化聚胺基甲酸酯聚合物,有關其等製備方法,及有關其等於製備塗覆織物之用途。
Description
本發明有關一種水性聚胺基甲酸酯分散液,其含有具合併二醯肼化合物之陰離子親水化及非離子親水化聚胺基甲酸酯聚合物,有關其等製備方法,及有關其等於製備塗覆織物之用途。
以聚胺基甲酸酯為主之塗覆材料扮演重要角色,由於其等傑出性質,例如高刮痕抗性及低溫撓性。基於增加的環境規定及其他法令規定,特別重要係符合無溶劑、水性聚胺基甲酸酯。以聚胺基甲酸酯分散液為主之塗料被用於不同應用中,例如織物塗料、塑膠塗料、汽車修整或玻璃纖維塗料。
塗料用之官能化聚合物一般在進一步操作步驟中提供機會進行聚合物類似反應,以便增進塗料性質。在如此反應中,頻繁試圖達到高莫耳質量,因為高莫耳質量一般有益於塗料的目的性質,例如溶劑穩定性及機械性質。使用鏈伸長劑例如醯肼(視情況呈其水合物形式)可獲得高莫耳質量。然而,使用醯肼於製備聚合物係有問題,因為醯肼有毒。因而,完成聚合反應後,必須監控聚胺基甲酸酯分散液之醯肼殘渣量,導致額外方法步驟。
通常水性樹脂在塗敷為塗料前必須與其他黏合劑及添加劑調配。再者,加工塗料調配物時常與機械應力聯繫在一起,兩個前述因子增加聚合物顆粒開始絮凝或甚至凝聚之可能性。因此相當穩定的分散液顆粒總是有益於此等應用。
US 4,447,571有關含有醯肼化合物之水性陰離子親水化聚胺基甲酸酯分散液。利用此等醯肼化合物作為添加劑或鏈伸長劑。醯肼化合物不被認為有毒。
因此,本發明目標為提供一種水性聚胺基甲酸酯分散液,其可使用較不毒之起始化合物製備且在未絮凝下可被加工成顯示改良機械性質的塗料。
驚人地已發現含有具合併二醯肼化合物之陰離子親水化及非離子親水化聚胺基甲酸酯聚合物的水性聚胺基甲酸酯分散液展現較少凝聚傾向且導致顯示改良機械性質的塗料。
本發明因此提供一種水性聚胺基甲酸酯分散液,含有陰離子親水化及非離子親水化聚胺基甲酸酯聚合物,其包括a)8重量%至40重量%一或多種聚異氰酸酯化合物,選自由具有官能度≧2的芳香族聚異氰酸酯、具有官能度≧2的脂族聚異氰酸酯及具有官能度≧2的環脂族聚異氰酸酯組成之組群,b)40重量%至85重量%一或多種多羥基化合物,具莫耳質量Mn為400至8000g/mol及官能度1.5至6,
c)視情況一或多種多羥基化合物,具莫耳質量<400g/mol及官能度2至4,d)1重量%至25重量%一或多種非離子、異氰酸酯反應性親水化劑,e)0.5重量%至7重量%一或多種異氰酸酯反應性、離子或潛在離子親水化劑,f)視情況一或多種聚胺,具有莫耳質量32至400g/mol及官能度1至3,及g)0.1重量%至4重量%一或多種二醯肼化合物,其中陳述用量有關聚胺基甲酸酯聚合物之所有結構成分,陳述用量之總和合計達100重量%。
在另外具體實例中,本發明因此提供一種水性聚胺基甲酸酯分散液,含有陰離子親水化及非離子親水化聚胺基甲酸酯聚合物,其包括a)8重量%至40重量%一或多種聚異氰酸酯化合物,選自由具有官能度≧2的脂族聚異氰酸酯及具有官能度≧2的環脂族聚異氰酸酯組成之組群,b)40重量%至85重量%一或多種多羥基化合物,具莫耳質量Mn為400至8000g/mol及官能度1.5至6,c)視情況一或多種多羥基化合物,具莫耳質量<400g/mol及官能度2至4,d)1重量%至25重量%一或多種非離子、異氰酸酯反應性親水化劑,e)0.5重量%至7重量%一或多種異氰酸酯反應性、離子
或潛在離子親水化劑,f)0.5重量%至10重量%一或多種聚胺,具有莫耳質量32至400g/mol及官能度1至3,及g)0.1重量%至4重量%一或多種二醯肼化合物,其中陳述用量有關聚胺基甲酸酯聚合物之所有結構成分,陳述用量之總和合計達100重量%。
較好,本文所述發明請求的聚胺基甲酸酯聚合物含有10重量%至40重量%成分a),42重量%至80重量%成分b),2重量%至21重量%成分d),0.7重量%至5重量%成分e),0.5重量%至7重量%成分f),及0.2重量%至3重量%成分g),其中陳述用量有關聚胺基甲酸酯聚合物之所有結構成分,陳述用量之總和合計達100重量%。
具有官能度≧2之芳香族聚異氰酸酯係選自由聚甲苯二異氰酸酯(TDI)、二苯基甲烷二異氰酸酯(MDI)及聚亞甲基聚苯基聚異氰酸酯(粗MDI)組成之組群。
從本發明意義上而言,脂族聚異氰酸酯不含從芳香族結構直接懸垂之NCO基。
較好,聚異氰酸酯係選自由六亞甲基二異氰酸酯(HDI)、2,2,4-與2,4,4-三甲基-1,6-六亞甲基二異氰酸酯、四甲氧基丁烷1,4-二異氰酸酯、丁烷-1,4-二異氰酸酯、二環己基
甲烷二異氰酸酯、環己烷1,3-與1,4-二異氰酸酯、1,12-十二亞甲基二異氰酸酯、二聚體脂肪酸的二異氰酸酯、離胺酸甲酯二異氰酸酯、1-異氰酸基-3,3,5-三甲基-5-異氰酸基甲基環己烷(亦即異佛酮二異氰酸酯或IPDI)、經氫化二苯基甲烷二異氰酸酯、經氫化2,4-與2,6-甲苯二異氰酸酯組成之組群。更好,聚異氰酸酯係選自由六亞甲基二異氰酸酯(HDI)、二環己基甲烷二異氰酸酯及異佛酮二異氰酸酯組成之組群。
討論的化合物較好為上述種類脂族聚異氰酸酯或脂族聚異氰酸酯混合物,其具平均官能度2至4、較好2至2.6、特別好2至2.4。
可使用作為化合物b)之聚合物多元醇具有分子量Mn為400至8000g/mol、較好400至6000g/mol、更好500至3000g/mol。其等羥基值為22至400mg KOH/g、較好30至300mg KOH/g、更好40至250mg KOH/g,且其等具有OH官能度1.5至6、較好1.8至3、更好1.9至2.1。
本發明目的之多元醇b)為在聚胺基甲酸酯塗料技術中已知之有機多羥基化合物,例如單獨或呈混合物的習用聚酯多元醇、聚醚聚碳酸酯多元醇、聚丙烯酸酯多元醇、聚胺基甲酸酯多元醇、聚碳酸酯多元醇、聚醚多元醇、聚酯聚丙烯酸酯多元醇、及亦聚胺基甲酸酯聚丙烯酸酯多元醇、聚胺基甲
酸酯聚酯多元醇、聚胺基甲酸酯聚醚多元醇、聚胺基甲酸酯聚碳酸酯多元醇、聚酯聚碳酸酯多元醇、酚/甲醛樹脂。較佳者為聚酯多元醇、聚醚多元醇或聚碳酸酯多元醇。
聚醚多元醇包含例如氧化苯乙烯、環氧乙烷、環氧丙烷、四氫呋喃、環氧丁烷、表氯醇之聚加成產物,及亦其等混合的加成產物與接枝產物,及亦由多元醇或其混合物縮合獲得之聚醚多元醇,及由多官能醇、胺與胺基醇烷氧基化獲得之聚醚多元醇。
適合羥基官能聚醚具有OH官能度1.5至6.0、較好1.8至3.0,OH值50至700、較好100至600mg KOH/g固體,分子量Mn為400至4000g/mol、較好400至3500,例如羥基官能起始物分子(如乙二醇、丙二醇、丁烷二醇、己烷二醇、三羥甲基丙烷、甘油、新戊四醇、山梨醇或此等混合物)及亦具環氧丙烷或環氧丁烷的其他羥基官能化合物之烷氧基化產物。較好作為聚醚成分b)為具有分子量400至4000g/mol之聚環氧丙烷多元醇及聚氧化伸丁基多元醇。關於此點,特別低分子量聚醚多元醇(具相應地高OH含量)可呈水溶性。然而,特別佳者為具有莫耳重量500至3000g/mol之水不溶性聚環氧丙烷多元醇及聚氧化伸丁基多元醇及亦其等混合物。聚酯多元醇b)之高度適合實例為二醇及亦(若需要)三醇和四醇與二羧酸及亦(若需要)三羧酸和四羧酸或羥羧酸或內酯之傳統聚縮物。代替游離聚羧酸,亦可能使用低級醇之對應聚羧酸酐或對應聚羧酸酯以製備聚酯。適合二醇實例為乙二醇、丁二醇、二乙二醇、三乙二醇、聚烷二醇如聚乙二醇、及亦1,2-丙
烷二醇、1,3-丙烷二醇、丁烷-1,3-二醇、丁烷-1,4-二醇、己烷-1,6-二醇及異構物、新戊二醇或羥三甲基乙酸新戊二醇酯,最後三個提及之化合物為較佳。為了獲得官能度>2,若需要,可能按比例使用具有官能度3之多元醇,實例為三羥甲基丙烷、甘油、赤藻糖醇、新戊四醇、三羥甲基苯或叁羥乙基三聚異氰酸酯。
適合二羧酸實例包含酞酸、異酞酸、對酞酸、四氫酞酸、六氫酞酸、環己烷二羧酸、己二酸、壬二酸、癸二酸、戊二酸、四氯酞酸、順丁烯二酸、反丁烯二酸、伊康酸、丙二酸、辛二酸、2-甲基琥珀酸、3,3-二乙基戊二酸、2,2-二甲基琥珀酸。可同樣地使用此等酸之酐,若其等存在。關於本發明,酐因此被表示「酸」含括。亦可能使用單羧酸,例如苄酸及己烷羧酸,但書為多元醇的平均官能度≧2。飽和脂族或芳香族酸為較佳,例如己二酸或異酞酸。作為聚羧酸,若需要亦欲被以較小量使用者為苯偏三酸。
在製備具有終端羥基之聚酯多元醇中,除反應參與者以外,可使用之羥羧酸為例如琥珀酸、羥己酸、羥丁酸、羥癸酸、羥硬脂酸等。適合內酯為例如ε-己內酯、丁內酯及其同系物。
較佳者為以丁烷二醇及/或新戊二醇及/或己烷二醇及/或乙二醇及/或二乙二醇與己二酸及/或酞酸及/或異酞酸為主之聚酯多元醇b)。特別好為以丁烷二醇及/或新戊二醇及/或己烷二醇與己二酸及/或酞酸為主之聚酯多元醇b)。
計議的聚碳酸酯多元醇係由碳酸衍生物(例如碳酸二苯酯、碳酸二甲酯或光氣)與二醇之反應可獲得。適合如此二醇實例包含乙二醇、1,2-與1,3-丙烷二醇、1,3-與1,4-丁烷二醇、1,6-己烷二醇、1,8-辛烷二醇、新戊二醇、1,4-雙羥甲基環己烷、2-甲基-1,3-丙烷二醇、2,2,4-三甲基戊烷-1,3-二醇、二丙二醇、聚丙二醇、二丁二醇、聚丁二醇、雙酚A、四溴雙酚A、而且經內酯改質之二醇。較好,二醇成分含有40重量%至100重量% 1,6-己烷二醇及/或己烷二醇衍生物,較好者為除終端OH基以外亦含有醚基或酯基,實例為使1mol己烷二醇與至少1mol(較好1至2mol)ε-己內酯反應或使己烷二醇自身醚化以形成二-或三己二醇而獲得之產物。亦可使用聚醚-聚碳酸酯多元醇。
較佳者為以碳酸二甲酯與己烷二醇及/或丁烷二醇及/或ε-己內酯為主之聚碳酸酯多元醇b)。尤其好為以碳酸二甲酯與己烷二醇及/或ε-己內酯為主之聚碳酸酯多元醇。
若需要,可用於合成聚胺基甲酸酯樹脂之低分子量多元醇c)一般具有硬化及/或分支聚合物鏈之效果。分子量較好處於62至200間且其等官能度較好為2至3。適合多元醇c)可含有脂族、脂環族或芳香族基。此處可提及例如為每分子具有高至約20個碳原子之低分子量多元醇,例如乙二醇、二乙二醇、三乙二醇、1,2-丙烷二醇、1,3-丙烷二醇、1,4-丁烷二醇、1,3-丁二醇、環己烷二醇、1,4-環己烷二甲醇、1,6-己烷二醇、氫醌、二羥乙基醚、雙酚A(2,2-雙(4-羥苯基)丙烷)、
經氫化雙酚A(2,2-雙(4-羥環己基)丙烷)及亦其混合物、及亦三羥甲基丙烷、甘油或新戊四醇。亦可使用酯二醇,例如δ-羥丁基-ε-羥己酸酯、ω-羥己基-γ-羥丁酸酯、己二酸β-羥乙酯或對酞酸雙(β-羥乙)酯。己烷二醇及/或三羥甲基丙烷及/或丁烷二醇為較佳。三羥甲基丙烷及/或丁烷二醇為特別佳。
較好,成分d)為含有至少一個羥基或胺基之聚氧烯醚。更好,此等聚醚含有30重量%至100重量%分率由環氧乙烷衍生之單元。計議者包含具官能度介於1至2的線型構造聚醚,而且通式(I)之化合物,
其中R1及R2 互相獨立各代表具有1至18個C原子之二價脂族、環脂族或芳香族自由基,其可被氧及/或氮原子中斷,且R3 代表烷氧基終端的聚環氧乙烷自由基。
具有非離子親水化作用之化合物d)的其他實例包含每分子含有平均5至70個、較好7至55個環氧乙烷單元之單官能聚環氧烷聚醚醇,種類傳統上藉由使適合起始物分子烷氧基化可獲得(如於Ullmanns Encyclopädie der technischen Chemie,第4版,19卷,Verlag Chemie,Weinheim第31至38頁)。
適合起始物分子為例如飽和單醇,如甲醇、乙
醇、正丙醇、異丙醇、正丁醇、異丁醇、第二丁醇、異構物戊醇、己醇、辛醇與壬醇、正癸醇、正十二醇、正十四醇、正十六醇、正十八醇、環己醇、異構甲基環己醇或羥甲基環己烷、3-乙基-3-羥甲基氧代環丁烷或四氫糠醇;二乙二醇單烷醚,例如二乙二醇單丁醚;不飽和醇,例如烯丙醇、1,1-二甲基烯丙醇或油醇;芳香族醇,例如酚、異構甲酚或甲氧基酚;芳脂族醇,例如苄醇、茴香醇或桂皮醇;二級單胺,例如二甲胺、二乙胺、二丙胺、二異丙胺、二丁胺、雙-(2-乙基己基)胺、N-甲基與N-乙基環己基胺或二環己基胺;及亦雜環二級胺,例如嗎啉、吡咯啶、哌啶或1H-吡唑。較好起始物分子為飽和單醇。特別佳者為使用二乙二醇單丁醚作為起始物分子。
適合於烷氧基化反應之環氧烷特別為環氧乙烷及環氧丙烷,其可在烷氧基化反應中以任何順序或另外以混合物使用。
針對官能度為1,此等建構區塊之莫耳質量Mn為300g/mol至6000g/mol、較好500g/mol至4000g/mol、更好750g/mol至3000g/mol。
此種類具非離子親水化作用之適合單官能化合物d)為例如單官能烷氧基聚乙二醇如甲氧基聚乙二醇(MPEG Carbowax® 2000或Methoxy PEG-40,莫耳重量範圍1800至2200,The Dow Chemical Company),單官能聚醚單烷基醚如來自Bayer Material Science從丁醇與環氧乙烷及亦環氧丙烷合成具平均莫耳質量Mn為2250g/mol之LB 25,單官能聚醚胺(Jeffamine® M 1000,PO/EO莫耳比率3/19,及M 2070,
PO/EO莫耳比率10/31,Huntsman Corp.)。
較好使用作為化合物d)係MPEG Carbowax® 2000、LB 25或Jeffamine® M 2070。特別好為MPEG Carbowax® 2000或LB 25。
離子成分e)天性可為陽離子性或陰離子性。更好,成分e)係選自由含有鋶、銨、鏻、羧酸根、磺酸根、膦酸根基、或可由鹽形成轉變成前述基的基(潛在離子基)之化合物組成組群。較好適合之異氰酸酯反應性基為羥基及胺基。
適合離子或潛在離子化合物e)為例如單-與二羥基羧酸、單-與二胺基羧酸、單-與二羥基磺酸、單-與二胺基磺酸、及單-與二羥基膦酸、或單-與二胺基膦酸、及其等鹽,例如二羥甲基丙酸、二羥甲基丁酸、羥三甲基乙酸、N-(2-胺乙基)-β-丙胺酸、2-(2-胺基乙胺基)乙烷磺酸、乙二胺-丙基或-丁基磺酸、1,2-或1,3-丙二胺-β-乙基磺酸、蘋果酸、檸檬酸、羥乙酸、乳酸、甘胺酸、丙胺酸、牛磺酸、離胺酸、3,5-二胺基苄酸、IPDI與丙烯酸的加成物(EP-A 0 916 647,實施例1)及其鹼金屬鹽及/或銨鹽;敘述例如於DE-A 2 446 440(第5至9頁,式I至III)中亞硫酸鈉於丁-2-烯-1,4-二醇上之加成物、聚醚-磺酸鹽、2-丁烯二醇與NaHSO3之丙氧基化加成物;及亦可轉變成陽離子基之建構區塊(例如N-甲基二乙醇胺)作為親水性合成成分。較好離子或潛在離子化合物為擁有羧基或羧酸根基及/或磺酸根基及/或銨基且具有官能度1.9至2.1者。特別好離子化合物具有胺官能度1.9至2.1且含有磺酸根基作為離子或潛在離子基,例如N-(2-胺乙基)-β-丙胺酸之鹽、2-(2-
胺基乙胺基)乙烷磺酸之鹽或IPDI與丙烯酸的加成物(EP-A 0 916 647,實施例1)之鹽。
用於鏈伸長之聚胺f)較好具有官能度介於1至2。較好聚胺f)係選自由二胺及聚胺組成之組群。更好聚胺係選自由乙二胺、1,2-與1,3-二胺基丙烷、1,4-二胺基丁烷、1,6-二胺基己烷、異佛酮二胺、2,2,4-與2,4,4-三甲基六亞甲基二胺之異構物混合物、2-甲基五亞甲基二胺、二伸乙三胺、1,3-與1,4-伸茬二胺、α,α,α’,α’-四甲基-1,3-與-1,4-伸茬二胺及4,4-二胺基二環己基甲烷及二甲基乙二胺組成之組群。較好聚胺f)不包括肼及肼水合物。
原則上亦適合作為成分f)為含有對NCO基具不同反應性的活性氫之化合物,例如除一級胺基以外亦含有二級胺基之化合物或除胺基(一級或二級)以外亦含有OH基之化合物。如此化合物實例為一級/二級胺例如3-胺基-1-甲胺基丙烷、3-胺基-1-乙胺基丙烷、3-胺基-1-環己胺基丙烷、3-胺基-1-甲胺基丁烷,及亦烷醇胺例如N-胺乙基乙醇胺、乙醇胺、3-胺基丙醇或新戊醇胺。
較佳者為異佛酮二胺(IPDA)。
較好,成分g)係選自由卡肼(carbohydrazide)、草酸二醯肼(oxalic dihydrazide)、丙二酸二醯肼(malonic dihydrazide)、琥珀酸二醯肼(succinic dihydrazide)、戊二酸二醯肼(glutaric dihydrazide)、己二酸二醯肼(adipic dihydrazide)、庚二酸二醯肼(heptanedioic dihydrazide)、辛二酸二醯肼(octanedioic dihydrazide)、壬二酸二醯肼(nonanedioic
dihydrazide)、十二烷二酸二醯肼(dodecanedioic dihydrazide)、十六烷二酸二醯肼(hexadecanedioic dihydrazide)、酞酸二醯肼(phthalic dihydrazide)、異酞酸二醯肼(isophthalic dihydrazide)、對酞酸二醯肼(terephthalic dihydrazide)、1,4-萘甲酸二醯肼(1,4-naphthoic dihydrazide)、2,6-萘甲酸二醯肼(2,6-naphthoic dihydrazide)、4,4’-雙苯二醯肼(4,4'-bisbenzenedihydrazide)、2,6-吡啶二醯肼(2,6-pyridinedihydrazide)、1,4-環己烷二醯肼(1,4-cyclohexane dihydrazide)、酒石酸二醯肼(tartaric dihydrazide)、蘋果酸二醯肼(malic dihy-drazide)、亞胺二乙酸二醯肼(iminodiacetic dihydrazide)或伊康酸二醯肼(itaconic dihydrazide)組成之組群。更好係選擇卡肼作為成分g)。
較好,欲被用於本發明聚胺基甲酸酯聚合物之成分g)用量為0.1重量%至2重量%,更好利用0.1重量%至1重量%成分g)。
在另外具體實例中,本文所述發明請求的聚胺基甲酸酯聚合物含有10重量%至40重量%一或多種聚異氰酸酯化合物,選自由具有官能度≧2的脂族聚異氰酸酯及具有官能度≧2的環脂族聚異氰酸酯組成之組群,42重量%至80重量%一或多種聚酯多元醇,具莫耳質量Mn為400至8000g/mol及官能度1.5至6,5重量%至15重量%一或多種非離子、異氰酸酯反應性親水化劑,
0.7重量%至5重量%一或多種異氰酸酯反應性、離子或潛在離子親水化劑,1.0重量%至7重量%異佛酮二胺及/或乙二胺,及0.2重量%至3重量%一或多種二醯肼化合物,其中陳述用量有關聚胺基甲酸酯聚合物之所有結構成分,陳述用量之總和合計達100重量%。
在又另外具體實例中,本文所述發明請求的聚胺基甲酸酯聚合物含有10重量%至20重量%一或多種聚異氰酸酯化合物,選自由具有官能度≧2的脂族聚異氰酸酯及具有官能度≧2的環脂族聚異氰酸酯組成之組群,60重量%至80重量%一或多種多羥基化合物,選自由具莫耳質量Mn為400至8000g/mol與官能度1.5至6的聚酯多元醇及具莫耳質量Mn為400至8000g/mol與官能度1.5至6的聚碳酸酯多元醇組成之組群,2重量%至5重量%一或多種非離子、異氰酸酯反應性親水化劑,0.7重量%至3重量%一或多種異氰酸酯反應性、離子或潛在離子親水化劑,4重量%至7重量%異佛酮二胺及/或乙二胺,及0.2重量%至3.0重量%一或多種二醯肼化合物,其中陳述用量有關聚胺基甲酸酯聚合物之所有結構成分。
針對製備本發明PU分散液,可能使用所有先前技藝已知之方法,例如預聚物混合法、丙酮法或熔融分散法。
PUR分散液較好由丙酮法製備。
同樣地提供本發明係製備本發明水性聚胺基甲酸酯分散液之方法,特徵在於首先使所有成分a)、b)、視情況c)、d)及e)(若e)不含任何一級或二級胺基)反應,以製備含有游離異氰酸酯基呈用量1重量%至5重量%(相對聚胺基甲酸酯預聚物重量)之聚胺基甲酸酯預聚物,在進一步驟中使預聚物與視情況f)及g)鏈伸長並轉換成水相。
同樣地提供本發明係製備本發明水性聚胺基甲酸酯分散液之方法,特徵在於首先使所有成分a)、b)、視情況c)及d)反應(若e)不含任何一級或二級胺基),以製備含有游離異氰酸酯基呈用量1重量%至5重量%(相對聚胺基甲酸酯預聚物重量)之聚胺基甲酸酯預聚物,在進一步驟中視情況使預聚物與e)(若e)含有任何一級或二級胺基)、f)及g)鏈伸長並轉換成水相。
針對由丙酮法製備PUR分散液,將成分b)、視情況c)、d)及必須不含有一級或二級胺基之e)與聚異氰酸酯成分a)典型地全部或部分導入作為初進料,針對製備含有游離異氰酸酯基呈用量1重量%至5重量%(相對聚胺基甲酸酯預聚物重量)之異氰酸酯官能聚胺基甲酸酯預聚物,則若需要以與水互溶但對異氰酸酯基惰性之溶劑稀釋,使混合物加熱至溫度範圍50至120℃。為了加速異氰酸酯加成反應,可能使用聚胺基甲酸酯化學中已知之觸媒。二月桂酸二丁錫為較佳。
適合溶劑為典型脂族酮基官能溶劑,例如丙酮、丁酮,其可不僅在製備開始時添加,而且若需要在稍後部分添
加。丙酮或丁酮較佳。
隨後計量加入在反應開始時未添加之任何成分a)至g)。
在製備聚胺基甲酸酯預聚物中,異氰酸酯基與異氰酸酯反應性基之物質量比率為1.0至3.5、較好1.1至3.0、更好1.1至2.5。
成分a)、b)、視情況c)、d)及e)以產生預聚物之反應為部分或完全,但較好為完全。以此方式,獲得呈塊材或呈溶液之聚胺基甲酸酯預聚物,其包括游離異氰酸酯基呈用量1重量%至5重量%(相對聚胺基甲酸酯預聚物重量)。
其後,在進一步方法步驟中,若尚未發生或僅部分地發生,藉助脂族酮如丙酮或丁酮而溶解結果的預聚物。
聚合反應結束後,使聚合物溶液分散於水或藉由添加水而分散。藉由添加中和胺與分散水一起,或藉由同時添加於分散水,可在分散前或同時發生以胺及/或鹼中和酸基,及因而其等轉換成鹽基。中和程度可介於50%至150%、較好介於60%至120%。分散已發生後,藉由蒸餾可移除部份或全體使用之溶劑。較好中和胺為二甲基乙醇胺、乙基二丙胺、甲基二乙醇胺及2-胺甲基-2-甲基丙醇。
此繼之以可能NH2-及NH-官能成分f)及g)及e)(若e)不含任何一級或二級胺基)與剩餘異氰酸酯基之反應。此鏈伸長/終止在分散前、分散期間於溶劑中進行,或在分散後於水中進行。較好,鏈伸長係在分散前於水中進行。
當符合定義具NH2或NH基的e)及f)之化合
物被用於鏈伸長,預聚物之鏈伸長較好在分散前發生。
鏈伸長程度-換言之鏈伸長用化合物的NCO-反應性基與預聚物的游離NCO基之當量比率-處於40%至100%間、較好介於60%至100%、更好介於70%至100%。
胺的成分e)及f)若需要可呈水或溶劑稀釋形式、個別或呈混合物、以原則上可能的任何添加順序被用於本發明方法中。
若亦使用水或有機溶劑作為稀釋劑,稀釋劑含量較好為70重量%至95重量%。
從預聚物製備本發明聚胺基甲酸酯分散液發生於鏈伸長之後。為此意圖,將溶解且鏈伸長的聚胺基甲酸酯聚合物適當以強剪切作用(例如強烈攪拌)導入分散水中,或相反地,將分散水攪拌入預聚物溶液中。較好,水係添加於溶解的預聚物。
在分散步驟後,分散液中存在之溶劑隨後典型地由蒸餾移除。同樣地可能實際於分散期間移除。
本發明聚胺基甲酸酯分散液之固體含量處於20重量%至70重量%間、較好30重量%至65重量%、更好介於35重量%至62重量%。
本發明進一步提供將本發明聚胺基甲酸酯分散液用於製備木頭、塑膠、金屬、玻璃、織物、皮革、紙及亦纖維(例如玻璃纖維、聚合纖維及石墨纖維)之塗覆材料,較好用於製造織物塗料。
包括本發明聚胺基甲酸酯分散液之水性塗覆組
成物可包括輔助劑及添加劑作為進一步成分。此等可為輔助黏結劑(cobinder)、增稠劑、黏著促進劑、潤滑劑、濕潤添加劑、染料、光穩定劑、老化抑制劑、顏料、流量控制劑、抗靜電劑、UV吸收劑、成膜輔助劑、消泡劑或塑化劑、以及光穩定劑與老化抑制劑。
本發明聚胺基甲酸酯分散液可在表面塗料用水性漆中被使用作為組成要素。為此意圖,本發明聚胺基甲酸酯分散液係與進一步成分摻合,例如以聚酯、聚胺基甲酸酯、聚胺基甲酸酯-聚丙烯酸酯、聚丙烯酸酯、聚醚、聚酯-聚丙烯酸酯、酸醇樹脂、加成聚合物、聚醯胺/醯亞胺或聚環氧化物為主之水性分散液。
塗料可使用一成分或若適當二成分噴塗裝置藉由任何各種噴塗法製造,例如空氣壓力噴塗、無空氣噴塗或靜電噴塗法。包括本發明聚胺基甲酸酯分散液之漆及塗覆材料可藉由其他方法被替代地塗敷,例如藉由塗展、輥塗、噴塗、浸塗、注射、印刷或刮刀塗覆。
Desmophen® PE 200 ABD:己二酸、乙二醇、二以二醇及丁烷二醇之聚酯多元醇,OHN 56,Mn=2000g.mol-1(Bayer MaterialScience AG,Leverkusen)。
Desmophen® C 2200:己烷二醇及碳酸二甲酯之聚碳酸酯多元醇,OHN 56,Mn=2000g.mol-1(Bayer MaterialScience AG,Leverkusen)。
PTHF 2000:聚四氫呋喃多元醇,OHN 56,Mn=2000g.mol-1(Aldrich,德國)。
聚醚LB 25:以環氧乙烷/環氧丙烷為主之單官能聚醚,具環氧乙烷分率84%,OHN 25,Mn=2250g.mol-1(Bayer MaterialScience AG,DE)。
Desmodur® H:HDI,1,6-六亞甲基二異氰酸酯(Bayer MaterialScience AG,DE)。
IPDA:異佛酮二胺(Bayer MaterialScience AG,DE)。
AAS:二胺基磺酸鹽,45%強度於水中,H2N-CH2-CH2-NH-CH2-CH2-SO3Na(Bayer MaterialScience AG,DE)。
HyHy:肼水合物(Aldrich,德國)。
CHY:卡肼(Aldrich,德國)。
PU分散液之機械性質係由如下製造之自由膜決定:由可設置確切分開距離的兩個拋光輥組成之膜施用器具有在背輥前***之離型紙。介於紙與前輥間的距離係使用厚薄規調整。此距離符合結果塗料之膜厚(濕),且可被調整至所需的各塗層附加。塗料亦可呈二或多個塗層連續地進行。
針對塗敷個別塗層,將產物(接著藉由添加陰離子丙烯酸聚合物調整黏度至4500mPa.s)傾倒於紙與前輥間之輥隙上;垂直向下拉掉離型紙,對應膜形成於紙上。欲塗敷二
或多個塗層時,乾燥各個別塗層,再***紙。此等膜樣品之機械性質係根據DIN 53504在標準條件下(20℃及65%大氣濕度)貯存24小時後決定。機械膜性質係於150℃乾燥30分鐘後決定。εb=斷裂伸長度呈%,σmax=抗張強度呈MPa。
決定潤脹程度係藉由使游離膜在乙酸乙酯中於室溫潤脹24小時,且在潤脹後用尺決定膜片段的體積變化。
將膜厚0.1至0.2mm敲出尺寸50×20mm,並於室溫貯存乙酸乙酯中2小時。計算體積潤脹係假設變化於所有尺度中成比例。
為了決定氯化鈣穩定性,將50g分散液最初導入圓底燒瓶並於室溫攪拌。用滴管緩慢逐滴添加0.3莫耳氯化鈣溶液。陳述出現PU分散液的顯著增稠或凝聚之氯化鈣溶液體積。
除非另予指明,否則所有百分率係由重量給予。
固體含量係根據DIN-EN ISO 3251決定。
除非另予明確地提及,否則NCO含量係根據DIN-EN ISO 11909體積地決定。
將87.4g HDI於50℃添加至400g聚酯多元醇PE 200 ABD,然後於100℃進行反應以生成預聚物,直到達到理論NCO值(NCO-1=5.52%)。其後,於80℃添加866g丙酮,使混合物冷卻至40℃,溶解預聚物。添加23.1g鏈伸長溶液IPDA及於338g水之37.1g AAS,隨後攪拌混合
物15分鐘。使產物分散於432g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量41.3%及pH 6.7之水性分散液。
將87.4g HDI於50℃添加至393g聚酯多元醇PE 200 ABD及16.2g單官能親水化劑LB25,然後於100℃進行反應以生成預聚物,直到達到理論NCO值(NCO-1=5.42%)。其後,於80℃添加882g丙酮,使混合物冷卻至40℃,溶解預聚物。添加23.1g鏈伸長溶液IPDA及於205g水之37.1g AAS,隨後攪拌混合物15分鐘。使產物分散於579g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量41.6%及pH 6.7之水性分散液。
將87.4g HDI於50℃添加至400g聚酯多元醇PE 200 ABD,然後於100℃進行反應以生成預聚物,直到達到理論NCO值(NCO-1=5.52%)。其後,於80℃添加882g丙酮,使混合物冷卻至40℃,溶解預聚物。添加12.2g鏈伸長溶液CHY及於74g水之37.1g AAS,隨後攪拌混合物15分鐘。使產物分散於588g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量40.5%及pH 6.6之水性分散液。
將87.4g HDI於50℃添加至393g聚酯多元醇PE 200 ABD及15.8g單官能親水化劑LB25,然後於100℃進行反應以
生成預聚物,直到達到理論NCO值(NCO-1=5.42%)。其後,於80℃添加882g丙酮,使混合物冷卻至40℃,溶解預聚物。添加12.2g鏈伸長溶液CHY及於74g水之37.1g AAS,隨後攪拌混合物15分鐘。使產物分散於693g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量40.7%及pH 6.5之水性分散液。
將87.4g HDI於50℃添加至393g聚酯多元醇PE 200 ABD及15.8g單官能親水化劑LB25,然後於100℃進行反應以生成預聚物,直到達到理論NCO值(NCO-1=5.52%)。其後,於80℃添加882g丙酮,使混合物冷卻至40℃,溶解預聚物。添加11.6g鏈伸長溶液IPDA、3.4g HyHy及於154g水之37.1g AAS,隨後攪拌混合物15分鐘。使產物分散於615g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量41.3%及pH 6.7之水性分散液。
將87.4g HDI於50℃添加至393g聚醚多元醇PTHF 2000,然後於100℃進行反應以生成預聚物,直到達到理論NCO值(NCO-1=5.52%)。其後,於80℃添加882g丙酮,使混合物冷卻至40℃,溶解預聚物。添加23.1g鏈伸長溶液IPDA及於205g水之37.1g AAS,隨後攪拌混合物15分鐘。使產物分散於565g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量42.4%及pH 7.0之水性分散液。
將87.4g HDI於50℃添加至392g聚酯多元醇PE 200 ABD及15.7g單官能親水化劑LB25,然後於100℃進行反應以生成預聚物,直到達到理論NCO值(NCO-1=5.42%)。其後,於80℃添加882g丙酮,使混合物冷卻至40℃,溶解預聚物。添加12.2g鏈伸長溶液CHY及於74g水之37.1g AAS,隨後攪拌混合物15分鐘。使產物分散於692g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量42.2%及pH 6.6之水性分散液。
將87.4g HDI於50℃添加至393g聚碳酸酯多元醇C2200,然後於100℃進行反應以生成預聚物,直到達到理論NCO值(NCO-1=5.52%)。其後,於80℃添加882g丙酮,使混合物冷卻至40℃,溶解預聚物。添加23.1g鏈伸長溶液IPDA及於205g水之37.1g AAS,隨後攪拌混合物15分鐘。使產物分散於565g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量40.6%及pH 6.6之水性分散液。
將87.4g HDI於50℃添加至392g聚碳酸酯多元醇C2200及15.7g單官能親水化劑LB25,然後於100℃進行反應以生成預聚物,直到達到理論NCO值(NCO-1=5.42%)。其後,於80℃添加882g丙酮,使混合物冷卻至40℃,溶解預聚物。添加12.2g鏈伸長溶液CHY及於74g水之37.1g AAS,隨後攪拌混合物15分鐘。使產物分散於692g水,然後於120mbar及40℃下蒸餾出丙酮。形成具固體含量
41.4%及pH 6.9之水性分散液。
如可見,僅有根據本發明分散液顯示更好機械性質與同時高電解質穩定性之組合。比較例5*證明結構相似的肼並不如鏈伸長劑有效。
Claims (10)
- 一種水性聚胺基甲酸酯分散液,含有陰離子親水化及非離子親水化聚胺基甲酸酯聚合物,其包括a)8重量%至40重量%一或多種聚異氰酸酯化合物,選自由具有官能度≧2的芳香族聚異氰酸酯、具有官能度≧2的脂族聚異氰酸酯及具有官能度≧2的環脂族聚異氰酸酯組成之組群,b)40重量%至85重量%一或多種多羥基化合物,具莫耳質量Mn為400至8000g/mol及官能度1.5至6,c)視情況一或多種多羥基化合物,具莫耳質量<400g/mol及官能度2至4,d)1重量%至25重量%一或多種非離子、異氰酸酯反應性親水化劑,e)0.5重量%至7重量%一或多種異氰酸酯反應性、潛在離子親水化劑,f)視情況一或多種聚胺,具有莫耳質量32至400g/mol及官能度1至3,及g)0.1重量%至4重量%一或多種二醯肼化合物,其中陳述用量有關聚胺基甲酸酯聚合物之所有結構成分,其中e)不含任何一級或二級胺基,該水性聚胺基甲酸酯分散液的製備係先反應成分a)、b)、視情況c)、d)及e),以製備含有相對於聚胺基甲酸酯預聚物重量含量為1重量%至5重量%之游離異氰酸酯基的聚胺基甲酸酯預聚物,在進一步驟中,其中e)含有任何一級或二級胺基,使聚胺 基甲酸酯預聚物與成分視情況f)及g)及e)進行鏈延長,並轉換成水相以及其中鏈伸長程度對應於鏈伸長用化合物的NCO-反應性基與預聚物的游離NCO基之當量比率,處於40%至100%間。
- 根據申請專利範圍第1項之水性聚胺基甲酸酯分散液,特徵在於聚胺基甲酸酯聚合物含有10重量%至40重量%成分a),42重量%至80重量%成分b),2重量%至21重量%成分d),0.7重量%至5重量%成分e),及0.2重量%至3重量%成分g),其中該用量係關於聚胺基甲酸酯聚合物之所有結構成分。
- 根據申請專利範圍第1或2項之水性聚胺基甲酸酯分散液,特徵在於成分g)係選自由卡肼、草酸二醯肼、丙二酸二醯肼、琥珀酸二醯肼、戊二酸二醯肼、己二酸二醯肼、庚二酸二醯肼、辛二酸二醯肼、壬二酸二醯肼、十二烷二酸二醯肼、十六烷二酸二醯肼、酞酸二醯肼、異酞酸二醯肼、對酞酸二醯肼、1,4-萘甲酸二醯肼、2,6-萘甲酸二醯肼、4,4’-雙苯二醯肼、2,6-吡啶二醯肼、1,4-環己烷二醯肼、酒石酸二醯肼、蘋果酸二醯肼、亞胺二乙酸二醯肼及伊康酸二醯肼組成之組群。
- 根據申請專利範圍第1或2項之水性聚胺基甲酸酯分散液,特徵在於成分g)為卡肼。
- 根據申請專利範圍第1或2項之水性聚胺基甲酸酯分散液,特徵在於成分b)係選自由聚酯多元醇、聚醚多元醇及聚碳酸酯多元醇組成之組群。
- 根據申請專利範圍第1項之水性聚胺基甲酸酯分散液,特徵在於成分f)係選自由乙二胺及異佛酮二胺組成之組群。
- 根據申請專利範圍第1或2項之水性聚胺基甲酸酯分散液,特徵在於成分d)為含有至少一個羥基或胺基之聚氧烯醚。
- 一種製備根據申請專利範圍第1至7項中一或多項之聚胺基甲酸酯分散液之方法,特徵在於首先使各情況中如申請專利範圍第1項定義之成分a)、b)、視情況c)、d)及e)反應,其中e)不含任何一級或二級胺基,以製備含有相對於聚胺基甲酸酯預聚物重量含量為1重量%至5重量%之游離異氰酸酯基的聚胺基甲酸酯預聚物,在進一步驟中,其中e)含有任何一級或二級胺基,使聚胺基甲酸酯預聚物與各情況中如申請專利範圍第1項定義之成分視情況f)及g)及e)進行鏈伸長並轉換成水相。
- 一種根據申請專利範圍第1項聚胺基甲酸酯分散液之用途,其係於製備適合選自由木頭、塑膠、金屬、玻璃、織物、皮革、紙及纖維組成組群之塗覆材料。
- 根據申請專利範圍第9項之用途,特徵在於該材料為織物。
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US20190300722A1 (en) * | 2016-06-10 | 2019-10-03 | Chemetall Gmbh | Binders stabilized in an aqueous phase |
CN107266650B (zh) * | 2017-07-14 | 2020-08-04 | 安徽省炫科新材料科技有限公司 | 耐水压防水聚氨酯织物涂饰剂及其制备方法 |
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US20230033514A1 (en) * | 2019-12-10 | 2023-02-02 | Ppg Industries Ohio, Inc. | Low temperature cure coating compositions |
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