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    • 3. 发明授权
    • Method for making N-substituted acrylamides
    • 制备N-取代丙烯酰胺的方法
    • US4312998A
    • 1982-01-26
    • US145660
    • 1980-05-02
    • Erich KusterBernhard GoossensKurt DahmenEduard Barthell
    • Erich KusterBernhard GoossensKurt DahmenEduard Barthell
    • C07B61/00B01J23/02B01J31/00B01J31/04C07C231/00C07C231/08C07C233/09C07C233/38C07C102/00
    • C07C231/14
    • The invention relates to a process for the preparation of N-substituted acrylamides of the general formula ##STR1## wherein Y denotes a bivalent straight - or branched chain radical with 2 to 30, preferably 2 to 18, and particularly 2 to 6 carbon atom-, preferably a group of the formula (Y.sub.1).sub.m -(Y.sub.2).sub.n -(Y.sub.3).sub.t, in whichY.sub.1, Y.sub.2 and Y.sub.3 each stands for an alkylene group or the radical of a cyclic organic ring system with 5 or 6 carbon atoms, and the sum of m, n, and t is 2 or 3, and R.sub.1 denotes hydrogen or the radical of an amine of the formula N(R.sub.2) (R.sub.3),whereinR.sub.2 and R.sub.3 stand for alkyl radicals with 1 to 4 carbon atoms, which method is characterized in that dihydracrylic acid amide of the general formula ##STR2## is transmitted with amines of the general formulaH.sub.2 N--(Y)--R.sub.1 (III) with elimination of ammonia and the resulting N-substituted .beta.-carboxylic acid amides are converted into the desired N-substituted acrylamides at elevated temperatures by splitting out of water. The conversion of the N-substituted acrylamides with splitting out of water is preferably effected in the presence of a catalyst. The splitting out of water is preferably carried out at a temperature of 100.degree. to 200.degree. C. The second stage (splitting out of water) follows batch-wise at 70.degree. to 200.degree. C. or continuously at 250.degree. to 450.degree. C.
    • 本发明涉及一种制备通式(I)的N-取代的丙烯酰胺的方法,其中Y表示2至30,优选2至18,特别是2至6的二价直链或支链基团 碳原子,优选式(Y1)m-(Y2)n-(Y3)t的基团,其中Y1,Y2和Y3各自代表亚烷基或具有5或 6个碳原子,m,n和t之和为2或3,R 1表示氢或式N(R 2)(R 3)的胺基,其中R 2和R 3表示具有1个 至4个碳原子,该方法的特征在于通式为(II)的二氢丙烯酰胺与通式为H2N-(Y)-R1(Ⅲ)的胺一起通过氨的排除,得到的N 取代的β-羧酸酰胺通过从水中分离而在升高的温度下转化成所需的N-取代的丙烯酰胺。 N-取代的丙烯酰胺与水分解的转化优选在催化剂存在下进行。 水的分离优选在100〜200℃的温度下进行。第二阶段(水分离)在70〜200℃下分批进行,或在250〜450℃下连续进行 。
    • 4. 发明授权
    • Process for preparation of .alpha., .beta.-unsaturated
N-substituted-carboxylic acid amides
    • 制备α,β-不饱和N-取代羧酸酰胺的方法
    • US4408073A
    • 1983-10-04
    • US107245
    • 1979-12-26
    • Bernhard GoossensErich KusterKurt DahmenEduard Barthell
    • Bernhard GoossensErich KusterKurt DahmenEduard Barthell
    • C02F1/54C08F20/54C08F20/60C10M149/06D21H17/45C07C102/00
    • C02F1/54C08F20/54C08F20/60C10M149/06D21H17/455C10M2209/02C10M2217/02C10M2217/024C10M2217/028C10M2217/06
    • The invention relates to a process for the preparation of .alpha., .beta.-unsaturated N-substituted carboxylic acid amides, novel .alpha., .beta.-unsaturated N-substituted carboxylic acid amides, a process for the polymerization of these novel .alpha., .beta.-unsaturated N-substituted carboxylic acid amides, including the polymers, and the use of these polymers as sedimentation, flocculating, dewatering and retention aids, as additives for mineral oils, and as ion exchangers.The .alpha., .beta.-unsaturated N-substituted carboxylic acid amides are prepared by transamidation of .beta.-hydroxy or .beta.-alkoxy carboxylic acid amides with primary amines and heating of the N-substituted .beta.-hydroxy or .beta.-alkoxy carboxylic acid amides obtained as intermediate products in the vapor phase in the presence of catalysts. Primary amines are preferably used in the conversion which have no hydrogen beta to the amino group.These .alpha.,.beta.-unsaturated carboxylic acid amides may be neutralized and/or quaternized and polymerized by processes which as such are known alone or with other comonomers, and preferably acrylic or methacrylic acid derivatives such as acrylamide, to give cationic polymers. These polymers are suited for use as flocculating and sedimentation aids, as dewatering and retention aids in papermaking, as additives for mineral oils, and as ion exchangers.
    • 本发明涉及制备α,β-不饱和N-取代羧酸酰胺,新型α,β-不饱和N-取代羧酸酰胺的方法,这些新型α,β-不饱和N-取代羧酸酰胺的聚合方法, 取代的羧酸酰胺,包括聚合物,以及这些聚合物作为沉淀,絮凝,脱水和助留剂,作为矿物油的添加剂和作为离子交换剂的用途。 α,β-不饱和的N-取代羧酸酰胺通过β-羟基或β-烷氧基羧酸酰胺与伯胺的酰胺化反应制得,加热得到的N-取代的β-羟基或β-烷氧基羧酸酰胺作为中间体 在催化剂存在下气相中的产物。 伯胺优选用于与氨基不具有氢的转化。 这些α,β-不饱和羧酸酰胺可以被单独或与其它共聚单体,优选丙烯酸或甲基丙烯酸衍生物如丙烯酰胺一起已知的方法中和和/或季铵化和聚合,得到阳离子聚合物。 这些聚合物适合用作絮凝和沉淀助剂,如造纸中的脱水和助留剂,矿物油的添加剂和离子交换剂。
    • 6. 发明授权
    • Polymers of .alpha.,.beta.-unsaturated N-substituted carboxylic acid
amides
    • α,β-不饱和N-取代羧酸酰胺的聚合物
    • US4528350A
    • 1985-07-09
    • US512496
    • 1983-07-11
    • Bernhard GoossensErich KusterKurt DahmenEduard Barthell
    • Bernhard GoossensErich KusterKurt DahmenEduard Barthell
    • C02F1/54C08F20/54C08F20/60C10M149/06D21H17/45
    • C02F1/54C08F20/54C08F20/60C10M149/06D21H17/455C10M2209/02C10M2217/02C10M2217/024C10M2217/028C10M2217/06
    • The invention relates to a process for the preparation of .alpha.,.beta.-unsaturated N-substituted carboxylic acid amides, novel .alpha.,.beta.-unsaturated N-substituted carboxylic acid amides, a process for the polymerization of these novel .alpha.,.beta.-unsaturated N-substituted carboxylic acid amides, including the polymers, and the use of these polymers as sedimentation, flocculating, dewatering and retention aids, as additives for mineral oils, and as ion exchangers.The .alpha.,.beta.-unsaturated N-substituted carboxylic acid amides are prepared by transamidation of .beta.-hydroxy or .beta.-alkoxy carboxylic acid amides with primary amines and heating of the N-substituted .beta.-hydroxy or .beta.-alkoxy carboxylic acid amides obtained as intermediate products in the vapor phase in the presence of catalysts. Primary amines are preferably used in the conversion which have no hydrogen beta to the amino group.These .alpha.,.beta.-unsaturated carboxylic acid amides may be neutralized and/or quaternized and polymerized by processes which as such are known alone or with other comonomers, and preferably acrylic or methacrylic acid derivatives such as acrylamide, to give cationic polymers. These polymers are suited for use as flocculating and sedimentation aids, as dewatering and retention aids in papermaking, as additives for mineral oils, and as ion exchangers.
    • 本发明涉及制备α,β-不饱和N-取代羧酸酰胺,新型α,β-不饱和N-取代羧酸酰胺的方法,这些新型α,β-不饱和N-取代羧酸酰胺的聚合方法, 取代的羧酸酰胺,包括聚合物,以及这些聚合物作为沉淀,絮凝,脱水和助留剂,作为矿物油的添加剂和作为离子交换剂的用途。 α,β-不饱和的N-取代羧酸酰胺通过β-羟基或β-烷氧基羧酸酰胺与伯胺的酰胺化反应制得,加热得到的N-取代的β-羟基或β-烷氧基羧酸酰胺作为中间体 在催化剂存在下气相中的产物。 伯胺优选用于与氨基不具有氢的转化。 这些α,β-不饱和羧酸酰胺可以被单独或与其它共聚单体,优选丙烯酸或甲基丙烯酸衍生物如丙烯酰胺一起已知的方法中和和/或季铵化和聚合,得到阳离子聚合物。 这些聚合物适合用作絮凝和沉淀助剂,如造纸中的脱水和助留剂,矿物油的添加剂和离子交换剂。
    • 7. 发明授权
    • Process for the manufacture of .alpha.,.beta.-unsaturated N-substituted
carboxylic acid amides
    • 制备α,β-不饱和N-取代羧酸酰胺的方法
    • US4237067A
    • 1980-12-02
    • US35756
    • 1979-05-03
    • Erich KusterBernhard GoossensEduard BarthellKurt Dahmen
    • Erich KusterBernhard GoossensEduard BarthellKurt Dahmen
    • C07C231/00B01J23/00B01J27/00C07C67/00C07C231/08C07C231/12C07C233/01C07C233/09C07C233/38C07C102/00
    • C07C233/01
    • Process for the manufacture of .alpha.,.beta.-unsaturated N-substituted carboxylic acid amides of the general formula ##STR1## in which R.sup.1 represents H or CH.sub.3R.sup.2 represents H or CH.sub.3, andY represents a divalent straight-chain or branched organic radical having 2-30 carbon atoms, andR.sup.3 represents H or the radical of an amine of the formula --N(R.sup.4)(R.sup.5), in which R.sup.4 and R.sup.5 represent alkyl radicals having 1 to 4 carbon atoms,by reacting .beta.-substituted carboxylic acid amides of the formula ##STR2## in which Z represents OH or the radical R.sup.6 O--, in which R.sup.6 is an alkyl radical having 1 to 4 carbon atoms,with amines of the general formulaH.sub.2 N--(Y)--R.sub.3 IIIat temperatures in the range of 100.degree. to 200.degree. C., preferably 120.degree. to 175.degree. C., with the elimination of ammonia, and heating the resulting N-substituted .beta.-hydroxycarboxylic or .beta.-alkoxycarboxylic acid amides in the presence of catalysts, water or alcohol, respectively, being split off. The water is split off at temperatures of 100.degree.-250.degree. C. with acidic catalysts such as phosphoric acid, or basic catalysts such as sodium hydroxide, and alcohol is split off at 70.degree.-150.degree. C. with basic catalysts such as sodium or potassium hydroxide. The reaction product is separated by distillation, optionally in vacuo.
    • 用于制备通式为其中R 1表示H或CH 3 R 2的H,CH 3的通式为其中R 1代表H或CH 3的α,β-不饱和N-取代羧酸酰胺的方法,Y表示二价直链或支链有机 具有2-30个碳原子的基团,R 3表示H或式-N(R 4)(R 5)的胺基,其中R 4和R 5表示具有1至4个碳原子的烷基,通过使β-取代的 式(II)的羧酸酰胺,其中Z表示OH或其中R6是具有1至4个碳原子的烷基的基团R6O-与通式为H2N-(Y)-R3的胺 III在100℃至200℃的温度范围内,优选120℃至175℃,同时除去氨,并加热得到的N-取代的β-羟基羧酸或β-烷氧基羧酸酰胺,在 催化剂,水或乙醇分别被分解。 用酸性催化剂如磷酸或碱性催化剂如氢氧化钠将水分解在100-250℃的温度下,并在70-150℃下用碱催化剂如钠 或氢氧化钾。 通过蒸馏分离反应产物,任选地在真空中。