CN109749628B - 具有用疏水性低聚物改性的聚(氧化烯-氨基甲酸乙酯)缔合型增稠剂的着色基础涂料制剂 - Google Patents

具有用疏水性低聚物改性的聚(氧化烯-氨基甲酸乙酯)缔合型增稠剂的着色基础涂料制剂 Download PDF

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CN109749628B
CN109749628B CN201811294701.5A CN201811294701A CN109749628B CN 109749628 B CN109749628 B CN 109749628B CN 201811294701 A CN201811294701 A CN 201811294701A CN 109749628 B CN109749628 B CN 109749628B
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oxyalkylene
polymer particles
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CN109749628A (zh
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J·J·拉巴斯克
D·R·罗默
D·A·桑赛
A·K·范戴克
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Rohm and Haas Co
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Abstract

本发明涉及包含丙烯酸类聚合物颗粒;少于15PVC的颜料;和具有由结构I表示的疏水部分的疏水改性的聚(氧化烯‑氨基甲酸乙酯)流变改性剂的水分散体的组合物:
Figure DDA0001850548490000011
其中R、R1、R2、m和n如本文所定义。该组合物为含有HEUR流变改性剂的涂料制剂提供粘度稳定性。

Description

具有用疏水性低聚物改性的聚(氧化烯-氨基甲酸乙酯)缔合 型增稠剂的着色基础涂料制剂
技术领域
本发明涉及一种着色基础涂料制剂,其含有用疏水性低聚物改性的聚(氧化烯-氨基甲酸乙酯)类缔合型增稠剂。该制剂可用于含有着色剂的涂料中。
背景技术
疏水改性的聚(氧化烯-氨基甲酸乙酯)类缔合型增稠剂,更特别是疏水改性的聚氧乙烯氨基甲酸乙酯类缔合型增稠剂(HEUR)通常优选作为涂料的增稠剂,因为它们为涂料提供良好的流动性,同时具有可接受的抗流挂性。然而,标准HEUR的长期缺点是,当添加着色剂时,HEUR增稠的涂料的粘度通常显着降低。对于中度和深度色的涂料,这种不希望的效果特别麻烦。粘度的损失使得涂料太薄,导致难以接受的低抗流挂性,这导致壁上的流动和滴落以及不良的辊点画图案。
因此,在涂料组合物领域中,开发含有HEUR的着色基础涂料制剂是一种进步,该制剂在添加着色剂时不会经历显着的粘度下降。
发明内容
本发明通过提供一种组合物满足了本领域的需要,该组合物包含以下成分的水分散体:a)基于组合物的重量,10-60重量%的聚合物颗粒;b)少于15PVC的颜料颗粒;和c)基于组合物的重量,0.05-2重量%的疏水改性的聚(氧化烯-氨基甲酸乙酯)流变改性剂,其具有由结构I表示的疏水部分:
Figure BDA0001850548480000011
其中R是C2-C20二价烃基;每个R1独立地为H或甲基;每个R2独立地为H、C1-C18-烷基、C5-C8-环烷基、芳基、C1-C18-烷基芳基、C1-C3-二烷基氨基-C1-C18-烷基、C1-C30-烷氧基-(CH2CH2O)z-CH2CH2-、芳氧基-(CH2CH2O)zCH2CH2-或缩水甘油基;m是2到20;n为0到20;m+n为2到20;和z是0到50。
本发明的涂料组合物通过在为含有HEUR流变改性剂的涂料着色时提供粘度稳定性满足了本领域的需要。
具体实施方式
本发明是一种组合物,该组合物包含以下成分的水分散体:a)基于组合物的重量,10-60重量%的聚合物颗粒;b)少于15PVC的颜料颗粒;和c)基于组合物的重量,0.05-2重量%的疏水改性的聚(氧化烯-氨基甲酸乙酯)流变改性剂,其具有由结构I表示的疏水部分:
Figure BDA0001850548480000021
其中R是C2-C20二价烃基;每个R1独立地为H或甲基;每个R2独立地为H、C1-C18-烷基、C5-C8-环烷基、芳基、C1-C18-烷基芳基、C1-C3-二烷基氨基-C1-C18-烷基、C1-C30-烷氧基-(CH2CH2O)z-CH2CH2-、芳氧基-(CH2CH2O)zCH2CH2-或缩水甘油基;m是2到20;n为0到20;m+n为2到20;和z是0到50。
R优选为C2-C10支链或直链亚烷基,例如-CH2CH2-、-CH2CH2CH2-或-CH2CH2CH2CH2-;每个R2优选为C1-C18烷基,例如甲基、乙基、丙基、正丁基、2-乙基己基或2-丙基庚基;m优选为3至10。优选n为0至10;优选n为0至5;m+n优选为3至10,更优选为3至8。
聚合物颗粒的水分散体(即胶乳)优选是包含丙烯酸酯或甲基丙烯酸酯单体或乙烯基酯单体或其组合的结构单元的聚合物颗粒的分散体。
指明单体的术语“结构单元”是指聚合之后单体的残余物。例如,甲基丙烯酸甲酯的结构单元如下所说明:
Figure BDA0001850548480000022
其中点线代表结构单元与聚合物主链的连接点。
优选地,聚合物颗粒包含至少30重量%,更优选至少50重量%的丙烯酸酯和甲基丙烯酸酯单体的结构单元,或优选包含至少30重量%,更优选至少50重量%的乙烯基酯单体的结构单元。合适的丙烯酸酯和甲基丙烯酸酯单体的实例包括甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸丁酯、甲基丙烯酸脲基酯、丙烯酸乙酯、丙烯酸丁酯、丙烯酸2-乙基己酯和丙烯酸2-丙基庚酯。丙烯酸酯和甲基丙烯酸酯单体的优选组合包括甲基丙烯酸甲酯和选自丙烯酸乙酯、丙烯酸丁酯、甲基丙烯酸脲基酯、丙烯酸2-丙基庚酯、和丙烯酸2-乙基己酯的一种或多种单体。更优选的丙烯酸类单体的组合包括甲基丙烯酸甲酯和丙烯酸丁酯;甲基丙烯酸甲酯和丙烯酸2-乙基己酯;和甲基丙烯酸甲酯、丙烯酸丁酯和丙烯酸乙酯,甲基丙烯酸甲酯和丙烯酸丁酯的组合是最优选的。乙烯基酯类单体的实例包括乙酸乙烯酯和叔碳酸乙烯酯。乙烯基酯类共聚物的实例是乙酸乙烯酯-乙烯(VAE)。
聚合物颗粒还可以包括其它单体,如苯乙烯、乙酰乙酰氧基乙基甲基丙烯酸酯、丙烯腈、丙烯酰胺,和2-丙烯酰氨基-2-甲基丙磺酸的结构单元。另外,聚合物颗粒优选包含从0.2重量%、更优选0.5重量%、最优选1重量%至优选5重量%、更优选至3重量%的烯键式不饱和羧酸单体如丙烯酸、甲基丙烯酸或衣康酸的结构单元。
可以使本发明的组合物与着色剂以足够的浓度接触以赋予所需的颜色。如本文所用,“着色剂”是指有色颜料的液体分散体。着色剂的浓度通常为涂料和着色剂总体积的5-20体积%。有色颜料的实例包括酞菁蓝、酞菁绿、单芳基黄、二芳基黄、苯并咪唑酮黄、杂环黄、DAN橙、喹吖啶酮品红、喹吖啶酮紫、有机红(包括金属化偶氮红和非金属化偶氮红)、炭黑、灯黑、黑氧化铁、氧化铁黄、氧化铁棕和氧化铁红。
该组合物包含少于15个PVC的颜料颗粒;如本文所用,颜料颗粒是指TiO2或BaSO4颗粒。该组合物优选包含少于10,更优选少于8的TiO2和BaSO4的颜料体积浓度(PVC)。对于深色基础制剂,颜料颗粒的PVC优选<1。PVC由以下公式定义:
Figure BDA0001850548480000031
其中粘合剂固体是指聚合物颗粒的水分散体中聚合物对颜料和增量剂颗粒结合在一起的贡献。
疏水改性的氧化烯氨基甲酸乙酯聚合物是用结构I的疏水物改性的聚氧乙烯、聚氧丙烯或聚氧丁烯氨基甲酸乙酯聚合物,优选地聚氧乙烯氨基甲酸乙酯聚合物(HEUR)。此聚合物可通过在反应条件下将以下各项接触在一起来制备:a)二异氰酸酯;b)水溶性聚亚烷基二醇;和c)封端剂,封端剂为结构Ia的化合物:
Figure BDA0001850548480000041
合适的二异氰酸酯的实例包括1,4-四亚甲基二异氰酸酯、1,6-六亚甲基二异氰酸酯(HDI)、2,2,4-三甲基-1,6-二异氰酸酯基己烷、1,10-十亚甲基二异氰酸酯、4,4′-亚甲基双(异氰酸酯基环己烷)(H12-MDI)、2,4′-亚甲基双(异氰酸酯基环己烷)、1,4-二异氰酸环己二酯、1-异氰酸基-3-异氰酸酯基甲基-3,5,5-三甲基环己烷(IPDI)、间和对亚苯基二异氰酸酯、2,6-二异氰酸甲苯酯和2,4-二异氰酸甲苯酯(TDI)、二异氰酸二甲苯酯、4-氯-1,3-亚苯基二异氰酸酯、4,4′-亚甲基二苯基异氰酸酯(MDI)、1,5-亚萘基二异氰酸酯和1,5-四氢亚萘基二异氰酸酯。市售二异氰酸酯的实例是Desmodur W脂环族二异氰酸酯(DesW)和Desmodur H(HDI)。
水溶性聚亚烷基二醇是指水溶性聚环氧乙烷、水溶性聚环氧乙烷/聚环氧丙烷共聚物和水溶性聚环氧乙烷/聚环氧丁烷共聚物。优选的水溶性聚亚烷基氧化物是聚乙二醇,特别是重均分子量在范围600-12,000道尔顿的聚乙二醇。合适的聚乙二醇的实例为以CARBOWAXTM 8000聚乙二醇可市售的PEG 8000(PEG 8000,陶氏化学公司(The Dow ChemicalCompany)(“陶氏”)或密歇根州米德兰陶氏的附属公司(an affiliate of Dow,Midland,MI)的商标)。
二异氰酸酯、聚亚烷基二醇和结构Ia的封端剂在反应条件下接触以形成疏水改性的氧化烯氨基甲酸乙酯聚合物。优选地,如本文所述的经尺寸排阻色谱(SEC)确定的,疏水改性的氧化烯氨基甲酸乙酯聚合物的重均分子量(Mw)在从2000、更优选4000道尔顿至优选50,000、更优选25,000道尔顿的范围。
结构Ia的化合物,其通常涵盖一系列分子量和组成,可通过使丙烯酸酯或甲基丙烯酸酯或丙烯酸或甲基丙烯酸(或任选的苯乙烯)与巯基链烷醇(HO-R-SH)在自由基引发的聚合条件下反应来制备。合适的丙烯酸酯和甲基丙烯酸酯的实例包括丙烯酸甲酯、丙烯酸乙酯、丙烯酸正丁酯、丙烯酸叔丁酯、丙烯酸2-乙基己酯、丙烯酸2-丙基庚酯、甲基丙烯酸甲酯、甲基丙烯酸正丁酯和甲基丙烯酸叔丁酯。
本发明的组合物可进一步包含其他添加剂,包括表面活性剂、聚结剂、消泡剂、杀生物剂和增量剂。与含有未用结构1的疏水部分改性的着色剂和HEUR的组合物相比,该组合物显示出令人惊讶的粘度稳定性。
分子量测量
A.通过电喷雾电离-液相色谱-质谱(ESI-LC-MS)测定羟基封端的丙烯酸类低聚物的分子量:Mw<1500道尔顿。
通过将羟基封端的丙烯酸类低聚物以5mg/mL的浓度溶解在THF中来制备样品。
仪器:Thermo Q Exactive Orbitrap质谱仪与Thermo-Dionex Ultimate 3000液相色谱仪系统连接,高压电喷雾电离源在正离子模式下操作。
LC条件:
柱:Agilent Zorbax SB C3,150x 4.6mm,5μm,温度45℃
流动相:A:水/甲醇(40/60v/v),含1g/L乙酸铵,B:THF;梯度:20%B(2.5分钟)至45%B,然后在10分钟内达到95%B并保持10分钟,然后恢复到初始状态;流速:0.7mL/min。通过T形管以0.2mL/min将乙酸铵水溶液(1g/L)后添加到洗脱液中。
二极管阵列UV检测器:210nm-500nm
注射体积:0.5μL
ESI条件:喷雾电压(+):3500V;毛细管温度:320℃;护套气:60;辅助气体:20;扫气:3;探头加热器温度:300℃;S-Lens RF电平:50V。
MS条件:完全MS/dd-MS/MS模式
源内CID:0eV;默认充电状态:1;满MW分辨率:35,000;AGC目标:1e6;最大IT:125毫秒
dd-MS/MS分辨率:17,500;最大IT:75毫秒;循环次数:3;MSX计数:1;TopN:3;隔离窗:5.0m/z;NCE:40V;阶梯式NCE:50%
B.通过尺寸排阻色谱法(SEC)测定羟基封端的丙烯酸低聚物的分子量:Mw>1500道尔顿和含有苯乙烯的羟基封端的丙烯酸低聚物
通过将羟基封端的丙烯酸低聚物以1mg/mL的浓度溶解在THF中来制备样品。
SEC条件:
洗脱液:四氢呋喃
柱:2个PolymerLabs混合E柱+1个PolymerLabs 100A柱,45℃
流速:1mL/min
注射体积:100μL
检测:RI和UV@260nm
软件:PolymerLabs Cirrus版本3.3
校准:8PMMA标准品,范围为0.625kg/mol至30.53kg/mol,三阶多项式拟合
LC:Waters e2695/Shodex RI-201/Waters 2489
C.SEC对HEUR聚合物的分子量测量
通过将1-2mg聚合物/克100mM乙酸铵溶解在甲醇中来制备样品。通过在室温下在机械振荡器上振荡过夜将样品置于溶液中。使用0.45μmPTFE过滤器过滤样品溶液。
在Waters Acquity APC系统上进行分离,该系统由等度泵、脱气机、进样器、柱温箱以及在40℃下运行的UV和RI检测器组成。使用Empower软件版本3(Waters,Milford,MA)进行系统控制、数据采集和数据处理。使用由两个装有购自Waters(Milford,MA的BEH二醇颗粒(孔径标记为BEH
Figure BDA0001850548480000061
和BEH
Figure BDA0001850548480000062
粒度分别为1.7和2.5μm)的水APC柱(150×4.6mmID)组成的APC柱组,以0.5mL/min的速度在100mM乙酸铵的甲醇溶液(来自Fisher的Optima级)中进行SEC分离。注射20μL的样品用于APC分离。
从窄的聚环氧乙烷(PEO)标准获得三阶十二点校准曲线。
实施例
对比中间体实施例1
通过共沸蒸馏将CARBOWAXTM 8000聚乙二醇(200g)和甲苯(325g)的混合物脱水。将混合物冷却至90℃,向混合物中加入Des W(H12-MDI,11.8g)和癸醇(1.8g),然后向混合物中加入二月桂酸二丁基锡(0.2g)。在90℃下搅拌1小时后,然后将癸醇(8.27g)加入混合物中。然后在搅拌下将混合物在90℃下再保持1小时。通过旋转蒸发分离所得的HEUR固体聚合物以除去甲苯。重均分子量为23,000。为了在涂料中评价,将聚合物溶解在水和丁基卡必醇的混合物中,得到25%聚合物、20%丁基卡必醇和55%水的最终聚合物溶液。
中间体实施例1:用甲基丙烯酸甲酯低聚物封端的HEUR的制备
A.羟基封端甲基丙烯酸甲酯低聚物的合成
甲基丙烯酸甲酯(MMA,16.3g,163.2mmol)和2-巯基乙醇(4.25g,54.4mmol)在甲苯(40g)中的混合物通过将N2鼓泡通过混合物10分钟脱气,然后加热至90℃。在6小时内向该溶液中加入偶氮二异丁腈(AIBN,0.447g,2.72mmol)的甲苯(25mL)溶液,并使所得溶液在90℃下反应过夜。将混合物冷却至室温,用甲苯(100mL)稀释,然后用5%Na2CO3水溶液2×50mL、用水2×50mL萃取,真空浓缩至干,得到17.9g(87%),为粘稠的无色油。分离得到的化合物(中间体IA),为化合物的混合物:Mw=696;通过ESI LC-MS测量,Mn=548。
B.由OH-封端的MMA低聚物制备HEUR增稠剂
将CARBOWAXTM PEG-8000(PEG-8000,40.0g,4.44mmol)在甲苯(250mL)中的混合物加热至回流,并蒸馏出100mL甲苯。将反应器冷却至90℃,随后滴加Desmodur W H12MDI(3.66g,14.0mmol)的甲苯(10mL)溶液,然后加入二月桂酸二丁基锡(1.12mg,1.78mmol)。在90℃下继续搅拌1小时,并将反应混合物冷却至80℃。加入中间体1A(11.1g,20.3mmol)的甲苯(25mL)溶液,将得到的混合物在80℃下搅拌2小时。将所得聚合物溶液倒入蒸发皿中,在N2下除去甲苯,然后在50℃下真空干燥,得到52.6g(96%),为白色固体。通过SEC测量,Mw=16,255道尔顿。为了在涂料中进行评价,将聚合物溶解在水和丁基卡必醇的混合物中,得到10%聚合物和90%水的最终聚合物溶液。
中间体实施例2:用苯乙烯/甲基丙烯酸甲酯低聚物封端的HEUR的制备
A.羟基封端甲基丙烯酸甲酯/苯乙烯低聚物的合成
6小时逐滴加入脱气的AIBN(315mg,1.92mmol)、MMA(3.84g,38.4mmol)、苯乙烯(12.0g,115.2mmol)和2-巯基乙醇(3.00g,38.4mmol)的甲苯(25mL)溶液,在100℃下脱气甲苯(35mL)。将混合物在100℃下搅拌过夜,然后冷却。将混合物用甲苯(100mL)稀释,然后用5%Na2CO3水溶液2×50ml萃取,然后用水2×50ml萃取,真空浓缩至干,得到12.1g透明油状物(中间体2A)。通过SEC测量,Mw=902道尔顿且Mn=344道尔顿。
B.由OH-封端的苯乙烯/MMA低聚物制备HEUR增稠剂
将PEG-4000(PEG 4000,34.0g)在甲苯(200mL)中的混合物加热至回流,并通过共沸蒸馏干燥,然后冷却至90℃。将Des W(6.97g)的甲苯(10mL)溶液加入到反应混合物中,然后加入二月桂酸二丁基锡(0.105g)。在90℃下继续搅拌1小时,然后将反应混合物冷却至80℃。然后将中间体2A(34.88g)的甲苯(25mL)溶液加入混合物中并继续搅拌1小时。分离所得聚合物溶液,真空除去甲苯,得到白色固体。通过SEC测量,Mw=8653道尔顿且Mn=6837道尔顿。为了在涂料中评价,将聚合物溶解在水和丁基卡必醇的混合物中,得到15%聚合物、17%丁基卡必醇和68%水的最终聚合物溶液。
实施例3:用甲基丙烯酸甲酯低聚物封端的HEUR的制备
A.羟基封端甲基丙烯酸甲酯低聚物的合成
将MMA(27.3g,273mmol)和2-巯基乙醇(2.50g,32mmol)在甲苯(25g)中的混合物用N2脱气,然后在搅拌下加热至100℃。在6小时内向该溶液中加入AIBN(0.16g,0.96mmol)的甲苯(20mL)溶液,并在100℃下继续搅拌过夜。将混合物冷却至室温,用甲苯(150mL)稀释,然后用5%Na2CO3水溶液2×50ml萃取,用水3×50ml萃取,真空浓缩至干,得到28.4g(95%),为粘稠的无色油。分离得到的化合物(中间体3A),为化合物的混合物:Mw=1064;通过ESILC-MS测量,Mn=706。
B.由OH-封端的MMA低聚物制备HEUR增稠剂
将PEG-8000(32.65g)在甲苯(300mL)中的混合物加热至回流,并蒸馏出100mL甲苯。将反应器冷却至90℃,然后滴加Des W(2.99g)的甲苯(10mL)溶液,然后加入二月桂酸二丁基锡(0.92mg)。在90℃下继续搅拌1小时,并将反应混合物冷却至80℃。加入中间体3A(11.71g)的甲苯(25mL)溶液,将得到的混合物在80℃下搅拌2小时。将所得聚合物溶液倒入蒸发皿中,在N2下除去甲苯,然后在45℃下真空干燥,得到41.4g,为白色固体。通过SEC测量,Mw=23,200道尔顿。为了在涂料中评价,将聚合物溶解在水和丁基卡必醇的混合物中,得到10%聚合物和90%水的最终聚合物溶液。
实施例4:用甲基丙烯酸丁酯低聚物封端的HEUR的制备
A.羟基封端的甲基丙烯酸丁酯低聚物的合成
在95°搅拌下,6小时内将2-巯基乙醇(0.750g,9.60mmol)、AIBN(32mg,0.19mmol)和甲基丙烯酸丁酯(16.4g,115mmol)的甲苯(20mL)溶液加入到甲苯(30mL)中,继续搅拌过夜。将反应混合物冷却至室温并用甲苯(100mL)稀释,有机层用2×50mL 5wt%Na2CO3洗涤,然后用3×50mL水洗涤并浓缩至干,得到13.64g(88%),为透明粘稠油状物。分离所得化合物(中间体4A),为化合物的混合物:通过ESI LC/MS测量,Mw=1387道尔顿,Mn=903道尔顿。
B.由OH-封端的MMA低聚物制备HEUR增稠剂
将PEG-8000(53.8g)在甲苯(400mL)中的混合物加热至回流,并蒸馏出150mL甲苯。将反应器冷却至90℃,然后滴加HDI(1.53g)的甲苯(5mL)溶液,然后加入二月桂酸二丁基锡(1.56mg)。在90℃下继续搅拌1小时,并将反应混合物冷却至80℃。加入中间体4A(5.81g)的甲苯(20mL)溶液,将得到的混合物在80℃下搅拌2小时。将所得聚合物溶液倒入蒸发皿中,在N2下除去甲苯,然后在45℃下真空干燥,得到58.1g,为白色固体。通过SEC测量,Mw=41,313道尔顿且Mn=26,192道尔顿。为了在涂料中评价,将聚合物溶解在水和丁基卡必醇的混合物中,得到10%聚合物和90%水的最终聚合物溶液。
涂料制剂
表1是未增稠的着色基础涂料制剂的配方,即不含着色剂和HEUR流变改性剂的涂料。TERGITOL、TAMOL和RHOPLEX都是陶氏化学公司或其附属公司的商标。
表1-未增稠的着色基础涂料制剂
Figure BDA0001850548480000091
表2说明当着色剂以每116盎司着色基础涂料和增稠剂为12盎司着色剂的水平加入时观察到的ΔKU粘度变化。ΔKUBlack和ΔKUBlue分别指的是添加Colortrend LampBlack和Colortrend Phthalo Blue 808着色剂时在涂料中观察到的KU粘度的变化。
表2-具有HEUR的深色基础涂料制剂的KU粘度数据
Figure BDA0001850548480000101
数据显示,加入着色剂后,用结构Ia的封端剂封端的HEURS比常规的基于烷基的封端剂(正癸醇)具有显着改善的粘度稳定性。通常观察到比常规的基于C10-C20烷基的封端剂的这种有利的趋势。

Claims (8)

1.一种组合物,其包含以下成分的水分散体:a)基于组合物的重量,10-60重量%的聚合物颗粒;b)少于15 PVC的颜料颗粒;c)基于组合物的重量,0.05-2重量%的疏水改性的聚(氧化烯-氨基甲酸乙酯)流变改性剂,其具有由结构I表示的疏水部分:
Figure DEST_PATH_IMAGE002
I
其中R是C2-C20二价烃基;每个R1独立地为H或甲基;每个R2独立地为H、C1-C18烷基、C5-C8环烷基、芳基、C1-C18烷基芳基、C1-C3二烷基氨基-C1-C18烷基、C1-C30烷氧基-(CH2CH2O)z-CH2CH2-、芳氧基-(CH2CH2O)zCH2CH2-或缩水甘油基; m是2到20;n为0到20;m+n为2到20;和z是0到50;以及
(d)着色剂,其浓度范围为所述组合物和着色剂总体积的5-20体积%。
2.根据权利要求1所述的组合物,其中R是C2-C10支链或直链亚烷基;每个R2独立地是C1-C18烷基;m是3到10;n为0到5;并且m+n是3到10。
3.根据权利要求2所述的组合物,其含有少于10 PVC的颜料颗粒。
4.根据权利要求2所述的组合物,其中基于聚合物颗粒的重量,所述聚合物颗粒包含至少50重量%的丙烯酸酯和甲基丙烯酸酯单体的结构单元和0.2-5重量%的烯键式不饱和羧酸单体。
5.根据权利要求4所述的组合物,其中m为3至8;n为0;R是-CH2CH2-基团、-CH2CH2CH2-基团或-CH2CH2CH2CH2-基团;每个R2独立地为甲基、乙基、丙基、正丁基、2-乙基己基或2-丙基庚基;所述烯键式不饱和羧酸单体是丙烯酸、甲基丙烯酸或衣康酸;其中所述组合物包含少于1 PVC的颜料颗粒。
6.根据权利要求5所述的组合物,其中所述疏水改性的聚(氧化烯-氨基甲酸乙酯)流变改性剂是通过尺寸排阻色谱法测定MW在2,000-50,000道尔顿范围的聚氧乙烯氨基甲酸乙酯。
7.根据权利要求6所述的组合物,其中R是-CH2CH2-基团;R1和R2各自为甲基。
8.根据权利要求2所述的组合物,其中基于聚合物颗粒的重量,所述聚合物颗粒包含至少50重量%的乙烯基酯单体的结构单元。
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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070155880A1 (en) * 2006-01-05 2007-07-05 Bobsein Barrett R Associative thickener combinations
US20100076145A1 (en) * 2008-09-19 2010-03-25 Barrett Richard Bobsein Thickener composition and method for thickening aqueous systems
CN102898612A (zh) * 2012-10-31 2013-01-30 丽水学院 含疏水侧基的线型水性聚氨酯增稠剂的制备方法
US20130030091A1 (en) * 2011-07-28 2013-01-31 Hercules Incorporated Readily dissolvable solid nonionic synthetic associative thickeners
CN103159911A (zh) * 2011-12-14 2013-06-19 罗门哈斯公司 流变改性剂
CN103619967A (zh) * 2011-06-30 2014-03-05 罗门哈斯公司 含缔合性流变改性剂以及聚合物包封的颜料颗粒的组合物
CN104558502A (zh) * 2013-10-28 2015-04-29 罗门哈斯公司 Heur增稠剂及其制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6069217A (en) * 1997-03-07 2000-05-30 Rheox, Inc. Urethane-acrylic copolymer thickening compositions for aqueous systems
JP5349562B2 (ja) * 2010-11-19 2013-11-20 ローム アンド ハース カンパニー 疎水的変性アルキレンオキシドウレタンポリマー
CN102174163B (zh) * 2011-01-21 2013-09-25 华南理工大学 一种侧链功能化两亲性聚氨酯及其制备方法与应用
CN109354672B (zh) * 2016-09-01 2021-10-15 罗门哈斯公司 用疏水低聚物改性的环氧烷氨基甲酸酯缔合增稠剂

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070155880A1 (en) * 2006-01-05 2007-07-05 Bobsein Barrett R Associative thickener combinations
US20100076145A1 (en) * 2008-09-19 2010-03-25 Barrett Richard Bobsein Thickener composition and method for thickening aqueous systems
CN103619967A (zh) * 2011-06-30 2014-03-05 罗门哈斯公司 含缔合性流变改性剂以及聚合物包封的颜料颗粒的组合物
US20130030091A1 (en) * 2011-07-28 2013-01-31 Hercules Incorporated Readily dissolvable solid nonionic synthetic associative thickeners
CN103159911A (zh) * 2011-12-14 2013-06-19 罗门哈斯公司 流变改性剂
CN102898612A (zh) * 2012-10-31 2013-01-30 丽水学院 含疏水侧基的线型水性聚氨酯增稠剂的制备方法
CN104558502A (zh) * 2013-10-28 2015-04-29 罗门哈斯公司 Heur增稠剂及其制备方法

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