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公开(公告)号：US08268957B2
公开(公告)日：2012-09-18
申请号：US12225642
申请日：2007-03-19
IPC分类号： C08G73/00
CPC分类号： C08G73/0206 , B01F17/005 , C09B67/009
摘要： This invention refers to a novel process for the synthesis of polyethylene imine (PEI)-based pigment dispersants characterized by a “grafting from” approach, allowing the manufacture of solvent based dispersant systems. The polyethylene imine (PEI)-based pigment dispersant can be presented by the formula (I) X-(T)m-P-(T)n-H wherein P is a polyethyleneimine (PEI) back-bone; T is a residue —CO-A-O— wherein A is C2-C12 alkylene optionally substituted with C1-C6 alkyl with the proviso that each linkage between P and T is an amide bond and each linkage between X and T is an ester bond, X is a modifier or terminator residue R—CO— wherein R is a linear or branched, saturated or unsaturated alkanecarboxylic acids having from 1 to 22 carbon atoms or an unsaturated fatty acid residue or a hydroxycarboxylic residue or a polyester residue obtained from polycondensation of hydroxycarboxylic acids, or an acid terminated polyether; n, m independently are a number from 1 to 100.
摘要翻译： 本发明涉及一种用于合成以“接枝”方式为特征的聚乙烯亚胺（PEI）的颜料分散剂的新方法，允许制造基于溶剂的分散剂体系。 基于聚乙烯亚胺（PEI）的颜料分散剂可以由式（I）X-（T）m-P-（T）n-H表示，其中P是聚乙烯亚胺（PEI）背骨; T是残基-CO-AO-，其中A是任选被C 1 -C 6烷基取代的C 2 -C 12亚烷基，条件是P和T之间的每个连接是酰胺键，X和T之间的每个连接是酯键，X 是改性剂或终止剂残基R-CO-，其中R是具有1至22个碳原子的直链或支链饱和或不饱和烷烃羧酸或不饱和脂肪酸残基或羟基羧酸残基或由羟基羧酸缩聚获得的聚酯残基 ，或酸封端的聚醚; n，m独立地为1至100的数。
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公开(公告)号：US20130030071A1
公开(公告)日：2013-01-31
申请号：US13638191
申请日：2011-03-29
申请人： Huiguang Kou , Andreas Moeck , Clemens Auschra , Peter Nesvadba , Frank Oliver Heinrich Pirrung , Andreas Gernandt
发明人： Huiguang Kou , Andreas Moeck , Clemens Auschra , Peter Nesvadba , Frank Oliver Heinrich Pirrung , Andreas Gernandt
IPC分类号： C08F120/10 , C08J9/228 , C09D133/08
CPC分类号： C08F8/44 , C08F2/001 , C08F8/00 , C08F8/30 , C08F8/42 , C08F12/08 , C08F16/12 , C08F20/12 , C08F20/54 , C08F26/10 , C08F36/06 , C08F36/08 , C08F293/005 , C08F2438/02 , C08F2810/40
摘要： This invention relates to end-functionalized living polymers or copolymers having a structure represented by the general formula 1 or 2, wherein R1 is a hydrogen atom, a methyl group, or a radically non-polymerizable organic group containing 1 to 20 carbon atoms. R2 is a functional end group of a vinyl hetero monomer selected from the group consisting of hydroxy, epoxy, silyl, NH2, NH(C1-C6alkyl), N(C1-C6alkyl)2, —CH═CH2, —C≡CH, —C(CH3)═CH2, -0-CH═CH2, (—O—CH2—CH2)1-10—OH, —OR20, —COOR20, —CONHR20, —OCONHR20, —OCOR20 and —NH—CO—R20, wherein R20 is linear or branched C1-C20 alkyl or linear or branched C1-C20 alkyl substituted with hydroxy, epoxy, silyl, NH2 or N(C1-C6alkyl)2; or R20 is phenyl, benzyl, —CH═CH2, —C≡CH or —C(CH3)═CH2, or R2 is a residue of an acrylic acid (CH2═CH—COO—*), methacrylic acid, (CH2═C(CH3)—COO—*) or CH(CH3)═CH—COO—* or R2 is a residue of a dicarboxylic acid HOOC—Rc—COO—* or C1-C6alkyl-OOC—Rc—COO—* wherein Rc is C1-C20 alkylene, C1-C20alkenylene or phenylene; or R2 is a residue derived from the reaction of an isocyanate Ra—NCO with the hydroxy group or with the amine group of the vinyl hetero monomer, said residue being Ra—NHCOO—* or Ra—NHCO—NH—* wherein Ra is unsubstituted C1-C20alkyl, C1-C20cycloalkyl or C1-C20alkyl substituted with hydroxy, epoxy, silyl, NH2, NH(C1-C6alkyl) or N(C1-C6alkyl)2; or R2 is a residue derived from the reaction of a diisocyanate residue OCN—Rb—NCO with the hydroxy group or with the amine group of the vinyl hetero monomer, said residue being *—OOC—NH—Rb—NCO or *—HNOC—NH—Rb—NCO or *—OOC—NH—Rb—NHCOR30 wherein Rb is C1-C20 alkylene or C1-C20cycloalkylene or phenylene and R30 is a residue of hydroxyethylacrylate (CH2═CH—COO—(CH2)2-0*), hydroxyethylmethacrylate (CH2═C(CH3)—COO—(CH2)2-0*), hydroxybutylacrylate (CH2═CH—COO—(CH2)4-0*) or hydroxybutylmethacrylate (CH2═C(CH3)—COO—(CH2)4-0*), A is the hetero atom of the vinyl hetero monomer selected from the group consisting of oxygen, nitrogen, sulfur and silicon; and if R2 is silyl and M is a direct bond, A is a direct bond; M is a bond or a divalent group linking the heteroatom of the vinyl hetero monomer and the functional end group of the vinyl hetero monomer said M being selected from the group consisting of C1-50 alkylene, C1-50 (hetero)alkylene, arylene and heteroarylene; X is a halogen atom, a nitroxide group or a sulphide group, Zn is a polymer or copolymer segment of random-, gradient- or block-type structure, which is built up from vinylic monomers selected from the group consisting of isoprene, 1,3-butadiene, α-C5-18alkene, 4-vinyl-pyridine, 2-vinyl-pyridine, vinyl-imidazole, N-vinylpyrrolidone, dimethylacrylamide, 3-dimethylamino-propylmethacrylamide, styrene, substituted styrene and a compound of formula CH2═C(R3)—C(═R4)—R5, wherein R3 is a hydrogen atom or a methyl group, R4 is oxygen atom or sulfur atom; R5 is NH2, hydroxy, unsubstituted C1-18 alkoxy, C2-100alkoxy interrupted by at least one N and/or O atom, hydroxy-substituted C1-18alkoxy, unsubstituted C1-18alkylamino, di(C1-18alkyl)amino, hydroxy-substituted C1-18alkylamino, hydroxy-substituted di(C1-18alkyl)amino or -0-CH2—CH2—N(CH3)2; Y is the chain terminus of the polymer/copolymer Zn and Y represents the fragment of a polymerization initiator capable of initiating polymerization; Y1 represents a di-, tri- or polyvalent fragment of a di-, tri-, or polyfunctional NMP initiator; m is 2, 3 or 4, preferably 2; n is the number of monomer units Z and is between 10 and 5000.
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公开(公告)号：US09381481B2
公开(公告)日：2016-07-05
申请号：US12442142
申请日：2007-09-17
申请人： Huiguang Kou , Haiyang Yu , Yanfei Liu , Weiqiu Hu
发明人： Huiguang Kou , Haiyang Yu , Yanfei Liu , Weiqiu Hu
IPC分类号： B01F17/00 , B01F17/52 , C08G73/02 , C07C69/02 , C08G83/00 , C09D7/02 , B01J13/00 , C09B67/46 , C09C3/08 , C09D17/00
CPC分类号： B01F17/005 , B01J13/0034 , C09B67/0085 , C09C3/08 , C09D7/45
摘要： The present disclosure relates to a liquid dispersant of the formula I wherein T is selected from a polyethylene imine (PEI) or modified PEI moiety, polyvinylamine (PVA) or modified PVA, or polyallylamine (PAA) or modified PAA; B is a branched monomer; R1 and R2 independently of one another are hydrophobic groups; X is B with —OH terminal group, or R1 or R2, q is a number between 5-2000, with the proviso that q is less than the sum of all amine groups of PEI, PVA, PAA; and n is a number of 1-6.
摘要翻译： 本公开涉及式I的液体分散剂，其中T选自聚乙烯亚胺（PEI）或改性PEI部分，聚乙烯胺（PVA）或改性PVA，或聚烯丙胺（PAA）或改性PAA; B是支链单体; R 1和R 2彼此独立地是疏水基团; X是具有-OH端基的B，或R1或R2，q是5-2000之间的数，条件是q小于PEI，PVA，PAA的所有胺基的总和; n为1-6。
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公开(公告)号：US20100174046A1
公开(公告)日：2010-07-08
申请号：US12225642
申请日：2007-03-19
IPC分类号： C08G73/00
CPC分类号： C08G73/0206 , B01F17/005 , C09B67/009
摘要： This invention refers to a novel process for the synthesis of polyethylene imine (PEI)-based pigment dispersants characterized by a “grafting from” approach, allowing the manufacture of solvent based dispersant systems. The polyethylene imine (PEI)-based pigment dispersant can be presented by the formula (I) X-(T)m-P-(T)n-H wherein P is a polyethyleneimine (PEI) back-bone; T is a residue —CO-A-O— wherein A is C2-C12 alkylene optionally substituted with C1-C6 alkyl with the proviso that each linkage between P and T is an amide bond and each linkage between X and T is an ester bond, X is a modifier or terminator residue R—CO— wherein R is a linear or branched, saturated or unsaturated alkanecarboxylic acids having from 1 to 22 carbon atoms or an unsaturated fatty acid residue or a hydroxycarboxylic residue or a polyester residue obtained from polycondensation of hydroxycarboxylic acids, or an acid terminated polyether, n, m independently are a number from 1 to 100.
摘要翻译： 本发明涉及一种用于合成以“接枝”方式为特征的聚乙烯亚胺（PEI）的颜料分散剂的新方法，允许制造基于溶剂的分散剂体系。 基于聚乙烯亚胺（PEI）的颜料分散剂可以由式（I）X-（T）m-P-（T）n-H表示，其中P是聚乙烯亚胺（PEI）背骨; T是残基-CO-AO-，其中A是任选被C 1 -C 6烷基取代的C 2 -C 12亚烷基，条件是P和T之间的每个连接是酰胺键，X和T之间的每个连接是酯键，X 是改性剂或终止剂残基R-CO-，其中R是具有1至22个碳原子的直链或支链饱和或不饱和烷烃羧酸或不饱和脂肪酸残基或羟基羧酸残基或由羟基羧酸缩聚获得的聚酯残基 或酸封端的聚醚，n，m独立地为1至100的数。
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公开(公告)号：US08344074B2
公开(公告)日：2013-01-01
申请号：US12528495
申请日：2008-02-25
申请人： Huiguang Kou , Yanfei Liu
发明人： Huiguang Kou , Yanfei Liu
IPC分类号： C08F283/04
CPC分类号： B01F17/005 , C08F8/30 , C09B67/009 , C09D7/45 , C09D11/03 , C08F20/00
摘要： The invention relates to a liquid dispersant based on polyamine-graft-polyacrylate blend, its preparation and its use in solvent borne systems, especially to a polyamine-g-polyacrylate grafted copolymer blend of the general formula (1) or a mixture of formula (1) and YT-(A1,A2)-Y1 wherein T is a polyamine or polyimine, A1 is a bridging bond which is selected from amide or amide, A2 is a —N—C— bridging bond, Y is an acrylate residue of the general formula (2), wherein, R1 and R2 are, independently, hydrogen or C1-20alkyl, aryl, heteroaryl, substituted aryl. n is a number of 1-1000, wherein the polyamine-g-polyacrylate grafted copolymer blend has an average molecular weight of 50 000 g/mol to 150 000 g/mol and a polydispersity Mw/Mn is greater than 3.
摘要翻译： 本发明涉及一种基于聚胺接枝 - 聚丙烯酸酯共混物的液体分散剂，其制备方法及其在溶剂型体系中的应用，特别涉及通式（1）或式（1）的混合物的聚胺-g-聚丙烯酸酯接枝共聚物共混物， 1）和YT-（A1，A2）-Y1其中T是多胺或聚亚胺，A1是选自酰胺或酰胺的桥连键，A2是-N-C-桥键，Y是丙烯酸酯残基 通式（2），其中，R 1和R 2独立地为氢或C 1-20烷基，芳基，杂芳基，取代的芳基。 n是1-1000的数，其中聚胺-G-聚丙烯酸酯接枝共聚物共混物的平均分子量为50000g / mol至150000g / mol，多分散性Mw / Mn大于3。
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公开(公告)号：US20100280183A1
公开(公告)日：2010-11-04
申请号：US12528495
申请日：2008-02-25
申请人： Huiguang Kou , Yanfei Liu
发明人： Huiguang Kou , Yanfei Liu
IPC分类号： C08F265/06
CPC分类号： B01F17/005 , C08F8/30 , C09B67/009 , C09D7/45 , C09D11/03 , C08F20/00
摘要： The invention relates to a liquid dispersant based on polyamine-graft-polyacrylate blend, its preparation and its use in solvent borne systems, especially to a polyamine-g-polyacrylate grafted copolymer blend of the general formula (1) or a mixture of formula (1) and YT-(A1,A2)-Y1 wherein T is a polyamine or polyimine, A1 is a bridging bond which is selected from amide or amide, A2 is a —N—C— bridging bond, Y is an acrylate residue of the general formula (2), wherein, R1 and R2 are, independently, hydrogen or C1-20alkyl, aryl, heteroaryl, substituted aryl. n is a number of 1-1000, wherein the polyamine-g-polyacrylate grafted copolymer blend has an average molecular weight of 50 000 g/mol to 150 000 g/mol and a polydispersity Mw/Mn is greater than 3.
摘要翻译： 本发明涉及一种基于聚胺接枝 - 聚丙烯酸酯共混物的液体分散剂，其制备方法及其在溶剂型体系中的应用，特别涉及通式（1）或式（1）的混合物的聚胺-g-聚丙烯酸酯接枝共聚物共混物， 1）和YT-（A1，A2）-Y1其中T是多胺或聚亚胺，A1是选自酰胺或酰胺的桥连键，A2是-N-C-桥键，Y是丙烯酸酯残基 通式（2），其中，R 1和R 2独立地为氢或C 1-20烷基，芳基，杂芳基，取代的芳基。 n是1-1000的数，其中聚胺-G-聚丙烯酸酯接枝共聚物共混物的平均分子量为50000g / mol至150000g / mol，多分散性Mw / Mn大于3。
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公开(公告)号：US10316114B2
公开(公告)日：2019-06-11
申请号：US13638191
申请日：2011-03-29
申请人： Huiguang Kou , Andreas Moeck , Clemens Auschra , Peter Nesvadba , Frank Oliver Heinrich Pirrung , Andreas Gernandt
发明人： Huiguang Kou , Andreas Moeck , Clemens Auschra , Peter Nesvadba , Frank Oliver Heinrich Pirrung , Andreas Gernandt
IPC分类号： C08F16/12 , C08F12/08 , C08F20/12 , C08F293/00 , C08F8/44 , C08F8/00 , C08F8/30 , C08F8/42 , C08F2/00 , C08F20/54 , C08F26/10 , C08F36/06 , C08F36/08
摘要： This invention relates to end-functionalized living polymers or copolymers having a structure represented by the general formula 1 or 2, wherein R1 is a hydrogen atom, a methyl group, or a radically non-polymerizable organic group containing 1 to 20 carbon atoms. R2 is a functional end group of a vinyl hetero monomer selected from the group consisting of hydroxy, epoxy, silyl, NH2, NH(C1-C6alkyl), N(C1-C6alkyl)2, —CH═CH2, —C≡CH, —C(CH3)═CH2, —O—CH═CH2, (—O—CH2—CH2)1-10—OH, —OR20, —COOR20, —CONHR20, —OCONHR20, —OCOR20 and —NH—CO—R20, wherein R20 is linear or branched C1-C20 alkyl or linear or branched C1-C20 alkyl substituted with hydroxy, epoxy, silyl, NH2 or N(C1-C6alkyl)2; or R20 is phenyl, benzyl, —CH═CH2, —C≡CH or —C(CH3)═CH2, or R2 is a residue of an acrylic acid (CH2═CH—COO—*), methacrylic acid, (CH2═C(CH3)—COO—*) or CH(CH3)═CH—COO—* or R2 is a residue of a dicarboxylic acid HOOC—Rc—COO—* or C1-C6alkyl-OOC—Rc—COO—* wherein Rc is C1-C20 alkylene, C1-C20alkenylene or phenylene; or R2 is a residue derived from the reaction of an isocyanate Ra—NCO with the hydroxy group or with the amine group of the vinyl hetero monomer, said residue being Ra—NHCOO—* or Ra—NHCO—NH—* wherein Ra is unsubstituted C1-C20alkyl, C1-C20cycloalkyl or C1-C20alkyl substituted with hydroxy, epoxy, silyl, NH2, NH(C1-C6alkyl) or N(C1-C6alkyl)2; or R2 is a residue derived from the reaction of a diisocyanate residue OCN—Rb—NCO with the hydroxy group or with the amine group of the vinyl hetero monomer, said residue being *—OOC—NH—Rb—NCO or *—HNOC—NH—Rb—NCO or *—OOC—NH—Rb—NHCOR30 wherein Rb is C1-C20 alkylene or C1-C20cycloalkylene or phenylene and R30 is a residue of hydroxyethylacrylate (CH2═CH—COO—(CH2)2—O*), hydroxyethylmethacrylate (CH2═C(CH3)—COO—(CH2)2—O*), hydroxybutylacrylate (CH2═CH—COO—(CH2)4—O*) or hydroxybutylmethacrylate (CH2═C(CH3)—COO—(CH2)4—O*), A is the hetero atom of the vinyl hetero monomer selected from the group consisting of oxygen, nitrogen, sulfur and silicon; and if R2 is silyl and M is a direct bond, A is a direct bond; M is a bond or a divalent group linking the heteroatom of the vinyl hetero monomer and the functional end group of the vinyl hetero monomer said M being selected from the group consisting of C1-50 alkylene, C1-50 (hetero)alkylene, arylene and heteroarylene; X is a halogen atom, a nitroxide group or a sulphide group, Zn is a polymer or copolymer segment of random-, gradient- or block-type structure, which is built up from vinylic monomers selected from the group consisting of isoprene, 1,3-butadiene, α-C5-18alkene, 4-vinyl-pyridine, 2-vinyl-pyridine, vinyl-imidazole, N-vinylpyrrolidone, dimethylacrylamide, 3-dimethylamino-propylmethacrylamide, styrene, substituted styrene and a compound of formula CH2═C(R3)—C(═R4)—R5, wherein R3 is a hydrogen atom or a methyl group, R4 is oxygen atom or sulfur atom; R5 is NH2, hydroxy, unsubstituted C1-18 alkoxy, C2-100alkoxy interrupted by at least one N and/or O atom, hydroxy-substituted C1-18alkoxy, unsubstituted C1-18alkylamino, di(C1-18alkyl)amino, hydroxy-substituted C1-18alkylamino, hydroxy-substituted di(C1-18alkyl)amino or —O—CH2—CH2—N(CH3)2; Y is the chain terminus of the polymer/copolymer Zn and Y represents the fragment of a polymerization initiator capable of initiating polymerization; Y1 represents a di-, tri- or polyvalent fragment of a di-, tri-, or polyfunctional NMP initiator; m is 2, 3 or 4, preferably 2; n is the number of monomer units Z and is between 10 and 5000.
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公开(公告)号：US20100184886A1
公开(公告)日：2010-07-22
申请号：US12667693
申请日：2008-06-26
申请人： Huiguang Kou , Frank Oliver Heinrich Pirrung , Haiyang Yu , Yinzhi Ma , Petrus Johannes Harbers
发明人： Huiguang Kou , Frank Oliver Heinrich Pirrung , Haiyang Yu , Yinzhi Ma , Petrus Johannes Harbers
CPC分类号： C08G18/6484 , C08B37/00 , C08L1/00 , C08L2666/20
摘要： The invention relates to a polysaccharide-g-polyether dispersant represented as a compound of Formula 1 or a mixture of compounds of Formula (I) and Formula (II) wherein, T is the backbone polymer and is a residue of a modified cellulose or chitosan, with a molecular weight of 500-1000,000 g/mol; A and B are each, independently, —O— or —NH—; R is linear or branched —(C1-C50alkylene)-, arylene, cyclo-C5-C8-alkylene, isophoronediyl, or linear or branched —(C2-C10alkylene)- which is interrupted by phenylene or cyclohexanediyl; P is the residue of a polyether and/or polyester chain with molecular weight between 100 and 10,000 g/mol, n is a number of 1-5000.
摘要翻译： 本发明涉及以式1化合物或式（I）和式（II）化合物的混合物代表的多糖-g-聚醚分散剂，其中T是主链聚合物，并且是改性纤维素或壳聚糖的残基 ，分子量为500-1000,000g / mol; A和B各自独立地为-O-或-NH-; R是直链或支链 - （C 1 -C 50亚烷基） - ，亚芳基，环-C 5 -C 8 - 亚烷基，异佛尔酮二基，或被亚苯基或环己二基中断的直链或支链 - （C 2 -C 10亚烷基） P是分子量为100至10,000g / mol的聚醚和/或聚酯链的残基，n为1-5000的数。
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公开(公告)号：US20100113709A1
公开(公告)日：2010-05-06
申请号：US12442142
申请日：2007-09-17
申请人： Huiguang Kou , Haiyang Yu , Yanfei Liu , Weiqiu Hu
发明人： Huiguang Kou , Haiyang Yu , Yanfei Liu , Weiqiu Hu
CPC分类号： B01F17/005 , B01J13/0034 , C09B67/0085 , C09C3/08 , C09D7/45
摘要： The invention relates to a liquid dispersant of the formula I wherein T is selected from a polyethylene imine (PEI) or modified PEI moiety, polyvinylamine (PVA) or modified PVA, or polyallylamine (PAA) or modified PAA. B is a branched monomer selected from a monofunctional carboxylic acid moiety having at least two hydroxyl groups or a monofunctional carboxylic acid moiety having at least two hydroxyl groups wherein one or more of the hydroxyl groups are hydroxyalkyl substituted, R1 and R2 independently of one another are hydrophobic groups selected from a saturated or unsaturated fatty acid moiety with 3-24 carbon atoms, a monofunctional carboxylic acid moiety or a polymer moiety containing C3-C24 alkyl (hydroxyl)carboxylic acid moieties with MW ranges from 100 to 10,000 g/mol, X is B with —OH terminal group, or R1 or R2, q is a number between 5-2000, with the proviso that q is less than the sum of all amine groups of PEI, PVA, PAA. n is a number of 1-6.
摘要翻译： 本发明涉及式I的液体分散剂，其中T选自聚乙烯亚胺（PEI）或改性PEI部分，聚乙烯胺（PVA）或改性PVA，或聚烯丙胺（PAA）或改性PAA。 B是选自具有至少两个羟基的单官能羧酸部分或具有至少两个羟基的单官能羧酸部分的支链单体，其中一个或多个羟基被羟烷基取代，R 1和R 2彼此独立地是 选自具有3-24个碳原子的饱和或不饱和脂肪酸部分的疏水基团，单官能羧酸部分或含有C 3 -C 24烷基（羟基）羧酸部分的聚合物部分，MW为100至10,000g / mol，X 是具有-OH端基的B，或R1或R2，q是5-2000之间的数字，条件是q小于PEI，PVA，PAA的所有胺基的总和。 n是1-6的数。
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