TWI613183B - 在反應性稀釋劑中脂肪族二醯胺添加劑之經預濃縮及預活化組成物 - Google Patents
在反應性稀釋劑中脂肪族二醯胺添加劑之經預濃縮及預活化組成物 Download PDFInfo
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- TWI613183B TWI613183B TW105133732A TW105133732A TWI613183B TW I613183 B TWI613183 B TW I613183B TW 105133732 A TW105133732 A TW 105133732A TW 105133732 A TW105133732 A TW 105133732A TW I613183 B TWI613183 B TW I613183B
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- diamidine
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Abstract
本發明係關於一種脂肪酸二醯胺基礎的流變添加劑組成物,其脂肪酸二醯胺已經預活化及預濃縮及其包含:a)5%至30重量%之至少一種以12-羥基硬脂酸與線性,特別是C5、C6或C7脂肪族二胺為主的脂肪酸二醯胺;b)70%至95重量%之至少一種包含一個環脂族基團或數個環脂族基團的單官能基(甲基)丙烯酸反應性稀釋劑;該%係相對於a)+b)表示。
本發明亦關於一種用以製備該組成物的方法;及關於其用途,其係使用在反應性黏著劑組成物中作為流變添加劑,諸如塗佈物、模塑、複合材料、錨狀栓或密封膠組成物;或藉由噴墨用於立體微影法或用於物件之3D列印的可光交聯組成物。
Description
發明領域
本發明係關於一種新穎特定的流變添加劑,其係一種已經預活化之脂肪酸二醯胺基礎組成物,特別是,其係呈凝膠或糊膏形式,其脂肪酸二醯胺係經預濃縮及其包含一以12-羥基硬脂酸(12-HSA)與線性脂肪族二胺為主之微粒化的脂肪酸二醯胺及一單官能基(甲基)丙烯酸反應性稀釋劑。本發明亦關於一種製備方法;關於一種包括該特定添加劑的反應性黏著劑組成物;及關於其用途,其係使用在該反應性黏著劑的反應性組成物中用於立即使用且不需要再活化該脂肪族二醯胺添加劑。因此,此特定添加劑的用途特別針對該反應性黏著劑之反應性組成物,例如塗佈組成物,諸如塗料、清漆、凝膠塗層或油墨;或膠泥、黏膠、黏著或模塑組成物;複合材料組成物、化學錨栓組成物、密封膠組成物;或特別是,藉由噴墨用於立體微影法或用於物件的3D列印之可光交聯組成物。
發明背景
諸如脂肪酸二醯胺的流變添加劑之活化在于當該二醯胺以微粒化粉末形式均勻分散在合適於該二醯胺及最後用途或應用的稀釋劑或塑化劑中後,於與該二醯胺及稀釋劑相依而提供的溫度下,將該分散物維持在等溫條件下一段足夠時間,直到其黏度及安定度增加並獲得一物理凝膠。
從而活化的凝膠(亦稱為經活化的糊膏)所具有之特徵首先為若所測試的產物經充分活化且該流變凝膠或糊膏保持單相時,可使用木製抹刀進行相當簡單的測試,將其引進欲測試的凝膠或糊膏及其將保持垂直不移動;及絕不滲出該反應性稀釋劑。
更特別的是,該經活化的凝膠或糊膏所具有之特徵為穿透深度,其可根據標準ASTM D 217使用穿透計或藉由測量所獲得的凝膠之動態彈性模數獲得。就穿透來說,根據標準ASTM D 217,該經活化的凝膠之典型值係少於15毫米,或在23℃及1赫茲下之動態彈性模數E’係至少104巴斯卡。
在諸如二甲苯的惰性溶劑中,選擇性在含有醇的溶劑混合物中或在醋酸乙烯酯中或在白油溶劑中預活化之流變添加劑的商業糊膏已經出現。但是,這些惰性溶劑易燃,其會以蒸氣(已知為VOCs的揮發性有機化合物)排放進環境中。除了排放這些易燃的VOC之效應外,在反應性黏著劑的反應性組成物中使用此預活化的添加劑之額外效應將由於所獲得的最後物件或塗佈物之塑化效應而在
最後機械性能程度上具有負面效應。
EP 1 935 934描述出在液體塑化劑中之經預活化及預濃縮的脂肪酸二醯胺添加劑組成物。此系統具有與上述已經提及之相同考慮到塑化在使用以反應性黏著劑為主的反應性組成物所獲得之塗佈物或物體中其機械性能程度上具負面效應的缺點。再者,該塑化劑與該反應性黏著劑組成物的反應性組分在相容性上會有問題。因為該塑化劑具惰性且不與該反應性系統相容,其具有至少部分會漂移至所獲得的塗佈物或物件表面之趨勢,此會在所獲得的最後物體或塗佈物表面處產生黏附問題。
以單組分或二組分反應性黏著劑為主之反應性組成物將遭遇到的額外問題為事實上必需避免在該脂肪酸二醯胺添加劑之活化期間,於聚合及特別是交聯反應前,在該二醯胺之活化期間,該反應性組分於最後調配物中過早就地反應的風險。
發明概要
為了克服全部這些缺點,本發明建議使用呈預活化組成物形式的流變添加劑,其脂肪酸二醯胺經預濃縮且使用參與該反應性組成物之反應的反應性稀釋劑作為稀釋劑,該稀釋劑係一單官能基(甲基)丙烯酸酯單體。結果,該稀釋劑將化學整合進最後產物中而不塑化最後產物,也不會漂移至所獲得的最後物件或塗佈物表面,此雖然使用低量之預濃縮及已經預活化的添加劑,但對在包括該反應性黏
著劑的反應性組分之反應性組成物中的添加劑之活化並無任何需求,因此避免該最後反應性組成物之任何過早聚合,特別是交聯的風險。因此,該反應性黏著劑或最後應用調配物的反應性組成物可藉由簡單稀釋該經預活化、預濃縮的添加劑而具有想要的觸變性程度,及可立即使用(接受反應)而不需要先前合適長的就地活化步驟,因此沒有任何過早反應的風險。
此溶液的另一個優點為使用此預活化及預濃縮添加劑,特別是呈預活化的凝膠或糊膏形式之可能性,二者在反應性系統中係藉由自由基途徑,不論是在輻射或熱下或藉由以過氧化物或氫過氧化物為主的起始系統或藉由Michael加成反應與反應性胺基組分進行反應,其中例如在環氧基胺二組分反應性黏著劑的情況中,該稀釋劑係單丙烯酸酯。
首先,本發明係關於在該反應性稀釋劑中之預活化及預濃縮的脂肪酸二醯胺組成物,此組成物可呈預活化的糊膏或凝膠形式。
另一個目標係關於一種用以製備該添加劑的方法。
本發明亦關於一種反應性黏著劑之反應性組成物或調配物,其包含該添加劑作為流變添加劑,特別是作為觸變性添加劑。
最後,本發明係關於如根據本發明所定義的添加劑之用途,其係使用作為用於反應性黏著劑組成物的
流變添加劑,用以立即使用而不需要就地額外活化該添加劑。
因此,本發明的第一目標為一種脂肪酸二醯胺基礎的流變添加劑組成物,其脂肪酸二醯胺已經預活化及預濃縮及其包含:a)5%至30重量%之至少一種以12-羥基硬脂酸與線性脂肪族二胺,特別是C5、C6或C7為主的脂肪酸二醯胺;b)70%至95重量%之至少一種包含一個環脂族基團或數個環脂族基團的單官能基(甲基)丙烯酸反應性稀釋劑,該環脂族基團可經至少一個C1至C4烷基取代;該%係相對於a)+b)表示。
在該反應性稀釋劑b)的情況中,該環脂族基團係環狀基團且該環唯一由碳原子形成。
該以12-羥基硬脂酸與線性脂肪族二胺為主的脂肪酸二醯胺意謂著其係藉由縮合12-HSA與該二胺獲得。因為商業12-HSA的純度可從85%變化至100%,有可能的是(若非100%時),除了12-HSA外會有其它殘餘的C18脂肪酸,特別是主要為(多於殘餘C18酸的85%)硬脂酸。
較佳的是,在根據本發明之添加劑的組成物中,該二胺係C6線性脂肪族二胺。更特別的是,該二胺係1,6-己二胺。
在合成及回收該固體二醯胺後,藉由機械碾磨或藉由噴氣微粒化該二醯胺,較佳為獲得體積平均尺寸少於15微米,更佳為少於10微米。該尺寸可藉由雷射繞
射決定。更特別的是,該二醯胺a)的含量範圍相對於a)+b)以重量計係以10%至25%呈現;及該稀釋劑b)的含量範圍以重量計係以75%至90%呈現。
該單官能基(甲基)丙烯酸單體反應性稀釋劑b)較佳為選自於下列:(甲基)丙烯酸二環戊二烯酯、(甲基)丙烯酸降ㄝ酯、(甲基)丙烯酸異ㄝ酯(IBO(M)A)、(甲基)丙烯酸三級丁基環己醇酯(TBCH(M)A)、單(甲基)丙烯酸三環癸烷二醇酯或(甲基)丙烯酸3,3,5-三甲基環己醇酯(TMCH(M)A)。
根據一個特別的選擇,該單官能基(甲基)丙烯酸單體反應性稀釋劑b)係單丙烯酸酯。該相應的添加劑型式係特別合適作為以環氧基胺二組分反應性系統為主之反應性黏著劑的反應性組成物之添加劑,其中該反應性稀釋劑單丙烯酸酯b)係與該環氧基胺系統的胺(硬化劑)進行反應。
較佳的是,除了a)及b)外,該添加劑組成物包含一自由基聚合抑制安定劑,其含量範圍相對於a)+b)以重量計係10至1000ppm,較佳為20至300ppm。
本發明的第二目標係關於一種用以製備如根據本發明上述所定義的二醯胺添加劑組成物之方法,其包含下列相繼步驟:i)在使用溫度調節控制的周溫(即,範圍5至25℃)下,將該呈微粒化粉末形式之二醯胺a)逐步分散於該稀釋劑b)中,直到獲得一均勻的分散物;
ii)於至少一組固定加熱條件下,將在步驟i)期間獲得之均勻的分散物維持於80至100℃的範圍一段1至100小時時期,較佳為10至100小時,及沒有該稀釋劑b)之任何聚合。
用語”周溫”意謂著溫度範圍5至25℃。
此溫度之調節係藉由調節系統藉由冷卻進行,以便避免在該微粒化粉末的分散期間由剪切產生加熱及避免在步驟ii)前有過早及未經控制的活化,其中該條件係完美地控制在範圍80至100℃之等溫條件下。
更特別的是,在步驟ii)結束時,所形成的糊膏之最大穿透值係少於15毫米,較佳為少於10毫米,根據標準ASTM D 217與下列條件進行測量:溫度23℃,30度錐形體,測試速度5毫米/秒與穿透力量0.4牛頓。
事實上,在步驟ii)結束時,該添加劑組成物的均勻凝膠或糊膏之稠度到達穩定水準值且之後沒有明顯改變。
本發明的另一個目標係關於一種反應性黏著劑組成物,其包含至少一種如根據本發明上述定義或藉由如根據本發明上述定義的方法獲得之組成物作為流變添加劑。
更特別的是,該反應性黏著劑的反應性組成物係一種可聚合,特別是可交聯之選自於下列的組成物:塗佈組成物,特別是清漆、塗佈物、凝膠塗層、塗料及油墨;或黏著劑或黏膠組成物;或模塑組成物、複合材料組
成物、膠泥組成物、化學錨栓組成物及密封膠組成物;或特別是,藉由噴墨用於立體微影法或用於物件的3D列印之可光交聯組成物。
其係可藉由自由基途徑,或在輻射下,或藉由以過氧化物或氫過氧化物為主的起始系統進行聚合及特別是交聯。
若使用一可在UV輻射下聚合,特別是交聯的組成物時,存在有一光起始劑。在電子束下,無需要光起始劑。
在使用過氧化物或氫過氧化物起始劑的情況中,可使用分解加速劑。特別是,在氫過氧化物與係還原劑的分解加速劑之情況中,可於低溫下進行該聚合,特別是交聯。
甚至更特別的是,該反應性黏著劑組成物係可在選自於UV、雷射、LED及電子束之輻射下聚合,特別是交聯,及較佳為UV。
根據一個更特別的選擇,在該預活化的添加劑組成物中,該單官能基(甲基)丙烯酸反應性稀釋劑b)係單丙烯酸酯。在此特別的情況中,該黏著劑之反應性組成物係可藉由Michael加成反應與胺,特別是多胺進行聚合,特別是交聯。較佳的是,該反應性組成物係可交聯及包含一以環氧樹脂及胺,特別是多胺硬化劑為主的二組分系統。
根據另一個特別的選擇,該反應性黏著劑的
反應性組成物包含至少一種丙烯酸寡聚物及/或至少一種丙烯酸單體(意謂著丙烯酸或甲基丙烯酸)作為該黏著組成物的反應性稀釋劑,及較佳為至少一種多官能基丙烯酸寡聚物及/或至少一種多官能基丙烯酸單體。
根據該反應性黏著劑組成物之一個特別的可能性,該黏著組成物的反應性稀釋劑係一丙烯酸或甲基丙烯酸單體,其可與使用在該二醯胺添加劑的組成物中作為根據b)之反應性稀釋劑的單官能基(甲基)丙烯酸單體相同或不同。
該使用作為流變添加劑之如根據本發明上述定義的添加劑組成物之含量範圍,相對於該反應性黏著劑之反應性組成物以重量計係0.5%至10重量%。
本發明的最後目標係關於如根據本發明上述定義或藉由如根據本發明定義的方法所獲得之添加劑組成物的用途,其係使用作為用於黏著劑的反應性組成物之流變添加劑,用以立即使用而沒有任何額外就地活化該添加劑的需求。
較佳實施例之詳細說明
提供下列實施例以闡明本發明及其性能程度且不以任何方式限制其範圍。
該包含根據本發明之至少一種添加劑的組成物之流變行為係根據下列測試標出特徵:
使用紋理化(texturing)裝置,根據標準ASTM D 217來測量糊膏的稠度。標準指為標準化手動測量裝置且已經由Thermorheo製造的TA-XT2i質構儀(texture analyzer)(供應者:Swantech)再現。該標準的原理已經在來自Stable Micro Systems的TA-XT2i上自動
化。
使用如在標準ASTM D 217中所描述的合適錐形體且使用所提供的力量,以提供一用以穿透進該糊膏中的值。此”壓痕(indentation)”之測量係以毫米(mm)表示。
抗穿透性隨著稠度而增加及穿透值隨著此稠度而減低。
所使用的設備如下:-自動質構儀:TA-XT2i;-錐形體,其施加的力量等於其重量47.5克,且針形成30°角;-穿透力量:0.4牛頓;-測試速度:5毫米/秒。
欲測試的產物必需至少在測試開始前,於氣候控制實驗室中,在溫度及相對溼度條件各別為23℃及50%RH下調理一段24小時時期。
在合成後,將該產物包裝在1升金屬罐(高度:13公分,直徑:11公分)中。
在熟化階段後及於樣品使用前進行紋理結構測量。
在氣候控制實驗室的溫度下進行測試。於容器上進行三種測試。
將樣品放置在錐形體下及將針的尖端放置在糊膏表面處。
隨後開始在TA-XT2i上的程式及觸發穿透。
然後,記錄該針位移進該糊膏中的值。
結果以毫米(mm)表示。
此方法特定測量可進行施加但沒有觀察到由於重力的任何下垂現象之最大塗層厚度。
使用用語”抗下垂性”及以微米表示。
使用下垂測試機(來自Sheen Instruments®的水平/下垂測試機)進行測試。此測試機從不銹鋼製造及具有包含增加值的刻痕之直葉片,此使得同步施加不同厚度層係可能。
將該等層施加至具有下列參照的黑色紙載體:byko-chart Scrub-test P121-10N,黑色。
不管調配物,在測試開始前,於23℃及50%RH的氣候控制實驗室中調理欲測試的產物24小時。
在氣候控制實驗室的溫度(23℃及50%RH)下進行測試。
該測試在于使用下垂測試機,於載體上沈積不同厚度的平行塗料長條。
將該載體立即放置在垂直位置中,而最薄的膜在頂端。長條相遇處的厚度指示出所觀察到由於重力的下垂現象之第一厚度。
抗下垂性性能係無觀察到下垂時的最大厚度(長條未相遇)。
其係以微米表示。
在調理該調配物(參照2)c)後,於23℃及50%RH下評估Brookfield®黏度。-使用Brookfield®DVI prime-RV黏度計;-使用5種不同速度:1rpm,5rpm,10rpm,50rpm,100rpm(每分鐘轉數)。
首先,測量在最慢速度時的黏度及以增加方式改變速度並重覆該操作。
該Brookfield®黏度係以毫巴斯卡‧秒表示。
在氮環境中,將49.96克己二胺(即,0.43莫
耳,0.86胺當量)及271.10克12-羥基硬脂酸(即,0.86莫耳,0.86羧基當量)引進1升配備有溫度計、Dean-Stark設備、凝結器及攪拌器的圓底燒瓶中。
總是在氮氣流下將該混合物加熱至200℃。從150℃開始,所移除的水開始累積在Dean Stark設備中。該反應係藉由酸數及胺數控制。當該酸及胺值(數)係少於10毫克KOH/克時,將該反應混合物冷卻至150℃,然後排放進聚矽氧模型中。一旦冷卻至周溫,藉由研磨機械微粒化該產物及進行篩選以便獲得一具有獲得的平均尺寸7微米之細及經控制的粒子尺寸。
實施例1(發明):15%在丙烯酸3,3,5-三甲基環己醇酯(TMCHA)中之預活化的糊膏之製備
在周溫下,將150克如上述製備之經預研磨的脂肪酸二醯胺及850克丙烯酸酯單體充入1升金屬罐(高度:13公分,直徑:11公分)。使用安裝有直徑4公分的槳之Dispermat®CV分散器,在溫度不超過20℃下,以1500rpm混合2種產物15分鐘,其中該溫度係藉由冷水循環進行調節。然後,再次小心地封閉該罐及將其放在事先已預熱至90℃的烘箱中24小時。
最後產物係一軟的白色糊膏,其特徵為乾活性材料含量15%及根據標準ASTM D 217測量的抗穿透性係3.00毫米。
實施例2(發明):包含20%二醯胺在丙烯酸3,3,5-三甲基環己醇酯(TMCHA)中之經預活化的糊膏之製備
在周溫下,將200克如上所述之經預研磨的脂肪酸二醯胺及800克丙烯酸酯單體充入1升金屬罐(高度:13公分,直徑:11公分)。使用安裝有直徑4公分的槳之Dispermat®CV分散器,在溫度不超過20℃下,以1500rpm混合2種產物15分鐘,其中該溫度係藉由冷水循環進行調節。然後,再次小心地封閉該罐及將其放在已事先預熱至90℃的烘箱中24小時。
最後產物係一軟的白色糊膏,其特徵為乾活性材料含量20%及根據標準ASTM D 217測量的抗穿透性係3.00毫米。
實施例3(比較用):在丙烯酸環狀三羥甲基丙烷二甲醇縮甲醛酯(CTFA)中之經預活化的糊膏之製備
在周溫下,將150克如上所述之經預研磨的脂肪酸二醯胺及850克丙烯酸酯單體充入1升金屬罐(高度:13公分,直徑:11公分)。使用安裝有直徑4公分的槳之Dispermat®CV分散器,在溫度不超過20℃下,以1500rpm混合2種產物15分鐘,其中該溫度係藉由冷水循環進行調節。然後,再次小心地封閉該罐及將其放在已事先預熱至90℃的烘箱中24小時。
最後產物係一軟的白色糊膏,其特徵為乾活性材料含量15%。
實施例4(比較用):在三丙烯酸三羥甲基丙烷酯(TMPTA)中之經預活化的糊膏之製備
在周溫下,將150克如上所述之經預研磨的脂肪酸二醯胺及850克丙烯酸酯單體充入1升金屬罐(高度:13公分,直徑:11公分)。使用安裝有直徑4公分的槳之Dispermat®CV分散器,在溫度不超過20℃下,以1500rpm混合2種產物15分鐘,其中該溫度係藉由冷水循環進行調節。然後,再次小心地封閉該罐及將其放在已事先預熱至90℃的烘箱中24小時。
最後產物為一軟的白色糊膏,其特徵為乾活性材料含量15%。
實施例5(比較用):在丙烯酸2-苯氧基乙酯(2-PEA)中之經預活化的糊膏之製備
在周溫下,將150克如上所述之經預研磨的脂肪酸二醯胺及850克丙烯酸酯單體充入1升金屬罐(高度:13公分,直徑:11公分)。使用安裝有直徑4公分的槳之Dispermat®CV分散器,在溫度不超過20℃下,以1500rpm混合2種產物15分鐘,其中該溫度係藉由冷水循環進行調節。然後,再次小心地封閉該罐及將其放在已事先預熱至90℃的烘箱中24小時。
最後產物係一軟的白色糊膏,其特徵為乾活性材料含量15%。
將呈預活化的糊膏形式之流變添加劑使用來製備可光交聯的塗佈調配物及沒有溶劑的2組分調配物。
在實驗室中,使用配備有去絮凝離心機之Dispermat®AE型式高速分散器製造該塗佈調配物。
以1000rpm,在正切速度2公尺/秒下混合丙烯酸酯寡聚物樹脂(CN203)與反應性稀釋劑(反應性黏著劑的調配物之單體)丙氧基化的(3)三丙烯酸甘油酯,即,每分子承載3個丙氧基單元(GPTA-SR 9020)5分鐘。
然後,加入該流變添加劑及以1500rpm分散20分鐘。
在該寡聚物與反應性稀釋劑間之交聯反應係藉由在通過期間,於UV燈下之UV輻射作用,藉由在該可光交聯塗佈調配物中所包含的起始劑發生。
在該調配物之製備後,於24小時內,在23℃及50%RH下調理後進行特徵測試。
製備六個可交聯的塗佈組成物之簡化的調配物:
實施例6:沒有添加劑的調配物。
實施例7:含有添加劑Crayvallac®PA4X20(20%在非反應
性溶劑二甲苯中之活性材料)的調配物。
實施例8:含有在實施例1中所描述的添加劑(15%在包含根據本發明之環脂族結構的單官能基反應性稀釋劑中之活性材料)的調配物。
實施例9:含有在實施例2中所描述的添加劑(20%在包含根據本發明的環脂族結構之單官能基反應性稀釋劑中之活性材料)的調配物。
實施例10:含有在實施例3中所描述的添加劑(15%在雜環單官能基反應性稀釋劑中之活性材料,比較用)的調配物。
實施例11:含有在實施例4中所描述的添加劑(15%在三官能基反應性稀釋劑中之活性材料,比較用)的調配物。
實施例12:含有在實施例5中所描述的添加劑(15%在芳香族單官能基反應性稀釋劑中之活性材料,比較用)的調配物。
在實驗室中,以2個步驟製造該塗佈調配物。
首先在於配製一稱為”部分A”的混合物,其係一該充填劑於該環氧樹脂中之分散物。亦將該流變添加劑加入至部分A。第2步驟為將稱為”部分B”之胺基硬化劑以經計算的比率加入至此部分A,以調整該交聯反應性。
藉由讓包含環氧樹脂的部分A與包含胺基硬化劑的部分B進行反應提供該塗佈物之交聯反應。
在實驗室中,該部分A係以配備有去絮凝離心機的Dispermat AE型式高速分散器製造。
以3000rpm,在正切速度6公尺/秒下混合環
氧樹脂-DER 324、充填劑(二氧化鈦、磷酸鋅、滑石)及除泡劑30分鐘。
然後,將該流變添加劑加入至此部分A及以1500rpm分散20分鐘。
在靜置24小時後,以1500rpm混合部分B與部分A 2分鐘。
然後,在30分鐘內如下進行特徵測試。
製備三種沒有溶劑及包含二種組分(環氧基/胺)的環氧樹脂塗佈調配物:
實施例13:沒有添加劑的調配物。
實施例14:含有在實施例1中所描述的添加劑之調配物。
實施例15:含有在實施例2中所描述的添加劑之調配物。
(*)比較用實施例13的調配物包含5.6份單體
反應性稀釋劑,以便在嚴格條件下可與實施例14及15比較。
Claims (17)
- 一種以脂肪酸二醯胺為基礎的流變添加劑組成物,其特徵為該組成物係已在脂肪酸二醯胺中經預活化及預濃縮,且該組成物包含:a)5%至30重量%之至少一種以12-羥基硬脂酸與線性脂肪族二胺為主的脂肪酸二醯胺;b)70%至95重量%之至少一種包含一個環脂族基團或數個環脂族基團的單官能基(甲基)丙烯酸反應性稀釋劑,該環脂族基團可經至少一個C1至C4烷基取代;該%係相對於a)+b)表示。
- 如請求項1之組成物,其特徵為該二胺係C6線性脂肪族二胺。
- 如請求項1之組成物,其特徵為該二醯胺的含量範圍以重量計係以10%至25%呈現,及該稀釋劑b)的含量範圍相對於a)+b)以重量計係以75%至90%呈現。
- 如請求項1之組成物,其特徵為該單官能基(甲基)丙烯酸單體反應性稀釋劑b)係單丙烯酸酯。
- 如請求項1之組成物,其特徵為除了a)及 b)外尚包含一自由基聚合抑制安定劑,其含量範圍相對於a)+b)以重量計為10至1000ppm。
- 一種用以製備如請求項1所界定之之二醯胺添加劑組成物的方法,其特徵為其包含下列相繼步驟:i)在使用溫度調節所控制的環境溫度,即,範圍5至25℃下,將該呈微粒化粉末形式的二醯胺a)逐漸分散在該稀釋劑b)中,直到獲得一均勻的分散物;ii)於至少一組80至100℃範圍內之固定加熱條件下,將在步驟i)期間所獲得的均勻分散物維持一段1至100小時的時間,且不發生該稀釋劑b)之任何聚合。
- 如請求項7之方法,其特徵為在步驟ii)結束時,所形成的糊膏根據標準ASTM D 217測量之最大穿透值係少於15毫米。
- 一種反應性黏著劑組成物,其特徵為其包含至少一種如請求項1所界定之組成物或藉由如請求項7所界定之方法所獲得的組成物作為流變添加劑。
- 如請求項9之黏著組成物,其特徵為其係一種可聚合組成物,該組成物選自於下列:塗佈組成物;或黏著劑;或黏膠組成物;或模塑組成物、複合材料組成物、膠泥組成物、化學錨栓組成物及密封膠組成物;或特別是藉由噴墨而用於立體微影法或用於物件之3D列印的可光交聯組成物。
- 如請求項9之黏著組成物,其特徵為其可在輻射下或藉由以過氧化物或氫過氧化物為主的起始系統 藉由自由基途徑進行交聯。
- 如請求項10之黏著組成物,其特徵為其係可聚合的。
- 如請求項9之黏著組成物,其特徵為該單官能基(甲基)丙烯酸反應性稀釋劑b)係一如請求項5所界定的單丙烯酸酯。
- 如請求項13之黏著組成物,其特徵為其係可聚合的。
- 如請求項9之黏著組成物,其特徵為其係可交聯的,且其包含以環氧樹脂及胺硬化劑為主的二組分系統。
- 如請求項9之黏著組成物,其特徵為其包含至少一種丙烯酸寡聚物及/或至少一種丙烯酸單體(亦即丙烯酸或甲基丙烯酸)作為該黏著組成物的反應性稀釋劑。
- 如請求項9之黏著組成物,其特徵為該使用作為流變添加劑之如請求項1的組成物之含量範圍為相對於該反應性黏著劑組成物以重量計係0.5至10重量%。
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FR1560470A FR3043087B1 (fr) | 2015-11-02 | 2015-11-02 | Composition d'additif diamide gras pre-concentree et pre-activee dans un diluant reactif |
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US20240059906A1 (en) * | 2020-11-06 | 2024-02-22 | Kusumoto Chemicals, Ltd. | Rheology control agents for water-based resins and water-based paint compositions |
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2013049761A (ja) * | 2011-08-30 | 2013-03-14 | Kusumoto Kasei Kk | 非水系防食塗料用粉末状垂れ防止剤およびその製造方法 |
TW201319140A (zh) * | 2011-09-30 | 2013-05-16 | 羅門哈斯電子材料有限公司 | 可固化助熔劑組成物及焊接方法 |
WO2014016517A1 (fr) * | 2012-07-27 | 2014-01-30 | Arkema France | Diamides d'acides gras comprenant des hydroxyacides steariques comme organogelateurs |
TW201512157A (zh) * | 2013-07-25 | 2015-04-01 | Arkema France | 以環脂族及脂肪族二胺爲基礎且作爲有機凝膠劑使用之脂肪酸二醯胺 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6239189B1 (en) * | 1997-04-01 | 2001-05-29 | Henkel Corporation | Radiation-polymerizable composition and printing inks containing same |
JP2002146336A (ja) * | 2000-11-15 | 2002-05-22 | Kusumoto Kasei Kk | アマイド系ペースト状チクソトロピック剤 |
DE10143630A1 (de) * | 2001-09-06 | 2003-03-27 | Bayer Ag | Strahlenhärtende Beschichtungsmittel |
US6844374B2 (en) * | 2001-10-03 | 2005-01-18 | Lord Corporation | Enhanced scratch resistant coatings using inorganic fillers |
EP1851276B1 (de) * | 2005-02-10 | 2017-01-25 | BASF Coatings GmbH | Verfahren zum aufbringen chromfreier korrosionsschutzschichten enthaltend dithiophosphinsäuren und/oder deren salzen |
ES2391779T3 (es) | 2006-12-21 | 2012-11-29 | Arkema France | Aditivo reológico en forma de pasta pre-activada |
FR2996553B1 (fr) * | 2012-10-05 | 2015-09-04 | Arkema France | Amide d'acide gras a base d'acide 14-hydroxy-eicosanoique, comme organogelateur |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2013049761A (ja) * | 2011-08-30 | 2013-03-14 | Kusumoto Kasei Kk | 非水系防食塗料用粉末状垂れ防止剤およびその製造方法 |
TW201319140A (zh) * | 2011-09-30 | 2013-05-16 | 羅門哈斯電子材料有限公司 | 可固化助熔劑組成物及焊接方法 |
WO2014016517A1 (fr) * | 2012-07-27 | 2014-01-30 | Arkema France | Diamides d'acides gras comprenant des hydroxyacides steariques comme organogelateurs |
TW201512157A (zh) * | 2013-07-25 | 2015-04-01 | Arkema France | 以環脂族及脂肪族二胺爲基礎且作爲有機凝膠劑使用之脂肪酸二醯胺 |
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CN108350218B (zh) | 2021-05-04 |
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EP3371253B1 (fr) | 2019-07-10 |
EP3371253A1 (fr) | 2018-09-12 |
TW201718468A (zh) | 2017-06-01 |
PL3371253T3 (pl) | 2020-03-31 |
IL258539A (en) | 2018-05-31 |
IL258539B (en) | 2022-01-01 |
WO2017077220A1 (fr) | 2017-05-11 |
US11485834B2 (en) | 2022-11-01 |
KR102578299B1 (ko) | 2023-09-13 |
FR3043087A1 (fr) | 2017-05-05 |
DK3371253T3 (da) | 2019-10-14 |
KR20180079394A (ko) | 2018-07-10 |
FR3043087B1 (fr) | 2018-04-27 |
CN108350218A (zh) | 2018-07-31 |
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