- Method for catalytically synthesizing acrylamide compound by MOFs-derived zirconium-based ternary oxide solid acid
-
The invention provides a catalytic synthesis of acrylamide compounds with zirconium-based ternary oxide solid acid as a catalyst, and the low-temperature activity is good. In the synthesis process, the acid is small, the reaction conditions are mild and controllable, the byproducts are few, the reaction yield is effectively improved, the purity is high, the quality is good, and the method is suitable for large-scale production.
- -
-
Paragraph 0075-0078
(2021/11/14)
-
- Iridium-Catalyzed Asymmetric Hydroalkenylation of Norbornene Derivatives
-
Transition-metal-catalyzed asymmetric hydroalkenylation of alkenes provides an atom-economical method to build molecular complexity from easily available materials. Herein we report an iridium-catalyzed asymmetric hydroalkenylation of unconjugated alkenes with acrylamides and acrylates. The catalytic hydroalkenylation of norbornene derivatives occurred to form products with allylic stereocenters with high chemo-, regio-, and stereoselectivities. DFT calculations revealed that the migratory insertion is irreversible and the enantiodetermination step.
- Sun, Xin,Bai, Xiao-Yan,Li, An-Zhen,Li, Bi-Jie
-
supporting information
p. 2182 - 2187
(2021/03/01)
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- Asymmetric Allylation Catalyzed by Chiral Phosphoric Acids: Stereoselective Synthesis of Tertiary Alcohols and a Reagent-Based Switch in Stereopreference
-
The substrate scope of the asymmetric allylation with zinc organyls catalyzed by 3,3-bis(2,4,6-triisopropylphenyl)-1,1-binaphthyl-2,2-diyl hydrogenphosphate (TRIP) has been extended to non-cyclic ester organozinc reagents and ketones. Tertiary chiral alcohols are obtained with ee's up to 94% and two stereogenic centers can be created. Compared to the previous lactone reagent the stereopreference switches almost completely, proving the fact that the nature of the organometallic compound is of immense importance for the asymmetry of the product. (Figure presented.).
- Lazzarotto, Mattia,Hartmann, Peter,Pletz, Jakob,Belaj, Ferdinand,Kroutil, Wolfgang,Payer, Stefan E.,Fuchs, Michael
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supporting information
p. 3138 - 3143
(2021/04/28)
-
- Process for Productions of Formamides and Acrylamides
-
This invention relates to performance chemicals field, it discloses a novel and green process for simultaneous productions of formamides as well as mono- and multi-functional acrylamides under very mild conditions and with high efficiency. These substances are widely useful as industrial solvents or raw materials, in particular acrylamides are important olefinically-unsaturated polymerizable monomers in photo-curing materials.
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Paragraph 0020; 0021
(2020/02/27)
-
- Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages
-
The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.
- Wang, Shi-Meng,Zhao, Chuang,Zhang, Xu,Qin, Hua-Li
-
p. 4087 - 4101
(2019/04/30)
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- N, N - disubstituted α, β - unsaturated carboxylic acid amide of (by machine translation)
-
The present invention is [a], the reaction time is short, suitable for mass-production by gas phase reaction N, N - disubstituted α, β - unsaturated carboxylic acid amide manufacturing method. [Solution] N, N - disubstituted α, β - unsaturated carboxylic acid amide is produced, N, N - disubstituted aldehyde carboxylic amide, in the presence of a catalyst, vapor phase reaction, N, N - disubstituted α, β - unsaturated carboxylic acid amide with. [Drawing] no (by machine translation)
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-
Paragraph 0057; 0058; 0061; 0065
(2019/03/07)
-
- Preparation method of single-functionality or multi-functionality acrylamide type compounds
-
The present invention relates to the field of new material fine chemicals, particularly to a new mild, efficient and economical preparation process technology of a class of single-functionality or multi-functionality acrylamide type compounds, wherein the materials are important alkene-containing unsaturated compounds, and are increasingly used in radiation polymerization curing materials or medical application materials and other fields.
- -
-
Paragraph 0019
(2018/07/06)
-
- MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE
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PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
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-
Paragraph 0055; 0057; 0059; 0064
(2018/07/03)
-
- Translating Thermal Response of Triblock Copolymer Assemblies in Dilute Solution to Macroscopic Gelation and Phase Separation
-
The thermal response of semi-dilute solutions (5 w/w%) of two amphiphilic thermoresponsive poly(ethylene oxide)-b-poly(N,N-diethylacrylamide)-b-poly(N,N-dibutylacrylamide) (PEO45-PDEAmx-PDBAm12) triblock copolymers, which
- Sun, Zhe,Tian, Ye,Hom, Wendy L.,Gang, Oleg,Bhatia, Surita R.,Grubbs, Robert B.
-
supporting information
p. 1491 - 1494
(2017/02/05)
-
- Preparation method of acrylamide-based compounds
-
The present invention relates to the field of fine chemical materials, particularly to a new mild, efficient and economical preparation process technology of a class of acrylamide-type compounds, wherein a beta-amine substituted propionamide precursor is subjected to an in-situ amine elimination reaction under the action of a suitable electrophilic reagent so as to prepare the target product.
- -
-
Paragraph 0019
(2018/01/11)
-
- A acryloyoxyethylbenzy method for the synthesis of amine reactive diluent
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The invention relates to a synthesis method of an acrylamide type reactive diluent and belongs to the field of organic synthesis. The synthesis method is performed according to the following steps: adding an amide type compound, a formaldehyde solution (or introducing formaldehyde gas) and a catalyst, maintaining the temperature at 80-90 DEG C under stirring conditions and reacting for 15-20h so as to obtain a crude product of the acrylamide type reactive diluent. After the end of reaction, an organic solvent is added for azeotropic dehydration, the catalyst is removed by filtering, a proper amount of polymerization inhibitor is finally added and reduced pressure distillation is performed so as to obtain a product of the acrylamide type reactive diluent. The synthesis method disclosed by the invention can overcome numerous shortcomings of the prior art and realize high yield and simple steps, wherein the yield is about 80% and the purity is more than 98%.
- -
-
Paragraph 0024-0025; 0050-0051; 0052-0053
(2017/02/28)
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- Copper-catalyzed intermolecular chloro- and bromotrifluoromethylation of alkenes
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A highly practical copper-catalyzed intermolecular halotrifluoromethylation of alkenes has been developed under mild reaction conditions. A variety of Cl/Br-containing trifluoromethyl derivatives were directly synthesized from a wide range of alkenes, including electron-deficient and unactivated alkenes.
- Fu, Mingyang,Chen, Long,Jiang, Yongpeng,Jiang, Zhong-Xing,Yang, Zhigang
-
supporting information
p. 348 - 351
(2016/02/19)
-
- (Meth) acrylamide N-substituted (by machine translation)
-
PROBLEM TO BE SOLVED: a (meth) acrylic acid and a starting material, high yield, high-purity (meth) and N-substituted carboxylic acid amide derivative norbonene alkylacrylamide industrial production method. SOLUTION: and (meth) acrylic acid aminopentadienoic cyclometallized Diels-Alder reaction product of, norbonene carboxylic acid derivative, and silica as a main catalyst in the presence of an inorganic material, and amide-amine compound, norbonene carboxylic acid amide derivative. Furthermore, the vapor phase of the norbonene vinylcarboxamide deriv. aminopentadienoic cyclometallized by thermal decomposition reaction by desorbing, (meth) acrylamide purpose compd. N-substituted. Selected drawing: no (by machine translation)
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-
Paragraph 0054; 0055
(2018/12/12)
-
- METHOD FOR PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE
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PROBLEM TO BE SOLVED: To provide an industrial method for producing a high-purity alkoxy propionic acid amide derivative and N-substituted (meth)acrylamide in a high yield, which uses a (meth)acrylic acid as a starting material. SOLUTION: There is provided a method for producing an objective compound, N-substituted (meth)acrylamide by the step of: amidating an alkoxy propionic acid derivative, which is synthesized from a (meth)acrylic acid and alcohol and represented by the formula [1], with an amine compound; R3-NH-R4(R3 and R4 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms or may form a saturated 5- to 7-membered ring with a nitrogen atom supporting them) in the presence of an inorganic material composed mainly of silica as a catalyst to obtain an alkoxy propionic acid amide derivative; and eliminating alcohol by the liquid phase thermal decomposition reaction of the alkoxy propionic acid amide derivative. (R1 represents H or a methyl group; and R2 represents a linear or branched alkyl group having 1 to 6 carbon atoms or an alkenyl group.) COPYRIGHT: (C)2015,JPOandINPIT
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-
Paragraph 0057; 0060
(2017/01/05)
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- Palladium-Catalyzed Dearomative Cyclocarbonylation by C-N Bond Activation
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A fundamentally novel approach to bioactive quinolizinones is based on the palladium-catalyzed intramolecular cyclocarbonylation of allylamines. [Pd(Xantphos)I2], which features a very large bite angle, has been found to facilitate the rapid carbonylation of azaarene-substituted allylamines into bioactive quinolizinones in good to excellent yields. This transformation represents the first dearomative carbonylation and is proposed to proceed by palladium-catalyzed C-N bond activation, dearomatization, CO insertion, and a Heck reaction.
- Yu, Hui,Zhang, Guoying,Huang, Hanmin
-
supporting information
p. 10912 - 10916
(2015/09/15)
-
- Visible-Light-Driven Intermolecular [2+2] Cycloadditions between Coumarin-3-Carboxylates and Acrylamide Analogs
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This paper reports a room temperature visible-light-driven protocol for the intermolecular [2+2] cycloadditions between coumarin-3-carboxylates and acrylamides analogs by an energy-transfer process. Using an iridium complex FIrPic as a photosensitizer and a 3W blue LED as a light source, an array of cyclobutabenzocypyranones were prepared in moderate to excellent yields.
- Liu, Qiang,Zhu, Fu-Ping,Jin, Xiao-Ling,Wang, Xiao-Ju,Chen, Han,Wu, Li-Zhu
-
supporting information
p. 10326 - 10329
(2015/07/07)
-
- METHOD FOR PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE
-
PROBLEM TO BE SOLVED: To provide an industrial method for efficiently producing a high-purity N-substituted (meth)acrylamide in a short time even under mild reaction conditions, which uses (meth)acrylic acid as a starting material and generates only water as a byproduct. SOLUTION: There is provided a method for producing an N-substituted (meth)acrylamide to obtain an objective compound, N-substituted (meth)acrylamide by the step of: reacting a (meth)acrylic and an amine compound to synthesize an aminopropionic acid derivative; then adding an inorganic material composed mainly of silica as a catalyst and performing amidation with the same amine compound to obtain an aminopropionic acid derivative; and subsequently eliminating an amine by the thermal decomposition reaction. COPYRIGHT: (C)2015,JPOandINPIT
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-
Paragraph 0053; 0054; 0057-0059
(2018/11/22)
-
- METHOD OF PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE
-
PROBLEM TO BE SOLVED: To provide a method of producing N-substituted (meth)acrylamide of high purity under mild conditions. SOLUTION: This invention relates to a method of obtaining N-substituted (meth)acrylamide [3] by the detachment of an amine compound through the liquid-phase thermal decomposition of an aminopropionic acid amide derivative [1] in the presence of a catalyst mainly composed of silica, wherein R1-R5 are represented by H, a C1-32 alkyl group, and a hydroxyalkyl group. COPYRIGHT: (C)2016,JPOandINPIT
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-
Paragraph 0053-0056; 0063; 0066
(2018/12/12)
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- Ink composition for inkjet printing, ink set, and image forming method
-
The invention provides an ink composition for inkjet printing, the ink composition containing water, a coloring material, a polymerizable compound, a polymerization initiator represented by the following Formula (X), and polymer particles having a glass transition temperature of 90°C or higher, a mass ratio of the polymer particles to the polymerization initiator represented by Formula (X) being in a range of from 1:10 to 10:1 1 [in Formula (X), each of RX1, RX2, RX3, and RX4 independently represents a hydrogen atom or a substituent; and n represents an integer from 1 to 4].
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-
-
- Synthesis and polymerization kinetics of acrylamide phosphonic acids and esters as new dentine adhesives
-
In restorative dentistry, acrylamide monomers bearing phosphonic acid moieties have proved to be useful species for the formulation of dental self-etch adhesives since they provide enhanced adhesion to hydroxyapatite and are not subject to hydrolysis, thus potentially improving their adhesive durability. Previous studies have demonstrated that phosphonic acid acrylamides increase the rate of photopolymerization of diacrylamide monomers. To understand whether this rate acceleration is specific to the acrylamide function of the monomer, or due to the phosphonic acid group per se, or is applicable only with a crosslinking reaction, we have synthesized several acrylamide and methacrylate monomers bearing phosphonic acid or phosphonate moieties and studied their photopolymerization kinetics. The acrylamide phosphonic acid was found to accelerate the polymerization rate but similar monomers bearing a phosphonate ester group had a much smaller effect. A similar accelerating effect was observed when the phosphonic acid-based monomers were copolymerized with a monofunctional acrylamide monomer, excluding the possibility that the rate acceleration might be related to the crosslinking process. This rate effect is also observed when a nonpolymerizable organic phosphonic acid is present in the polymerizing medium. We suggest that the increase of the medium polarity is responsible for this rate enhancement effect.
- Besse,Le Pluart,Cook,Pham,Madec
-
p. 149 - 157
(2013/01/16)
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- NUCLEIC ACID PURIFICATION METHOD
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The present invention relates to a method for purifying nucleic acids using a nucleic acid-binding phase which is furnished with a deficit of nucleic acid-binding groups A having a pK of 8 to 13, or which has groups A and binding-inhibiting groups N which are neutrally charged during the binding, and preferably during the elution, and the method comprises the following steps: (a) binding the nucleic acids to the nucleic acid-binding phase at a pH which is below the pH of the pK of the nucleic acid-binding groups A (binding pH); (b) eluting the nucleic acids at a pH which is above the binding pH (elution pH). In addition, corresponding kits and also nucleic acid-binding phases which can be used for purifying nucleic acids are disclosed. The technology according to the invention permits the purification of nucleic acids and, in particular, elution, with use of low salt concentrations, and so the purified nucleic acids can be directly processed, for example used in a PCR.
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- Preparation of ABC triblock copolymers of N-alkyl substituted acrylamides by RAFT polymerization
-
Reversible addition-fragmentation chain transfer (RAFT) polymerization of N-alkyl substituted acrylamides has been carried out by the use of a trithiocarbonate (2-dodecylsulfanylthiocarbonyl-sulfanyl-2-methyl propionic acid) as the RAFT reagent. The N-alkyl groups of the acrylamide monomers are important in the RAFT process. N-alkyl monosubstituted Polyacrylamides are found to be active macro-chain transfer agents, while N,N-disubstituted monomers can react easily with them to form a sequent block. We have designed a synthetic pathway to successfully prepare ABC triblock copolymers of N-alkyl substituted acrylamides with low polydispersities (PDI 1.20) by a three-step RAFT polymerization process.
- Cao, Ya,Zhu
-
p. 407 - 411
(2008/03/15)
-
- Synthesis and capsule formation of upper rim substituted tetra-acrylamido calix[4]arenes
-
Upper rim substituted tetraiodo calix[4]arenes are coupled to a variety of acrylamides using the palladium catalysed Heck reaction. Tetra-acrylamido upper rim substituted calix[4]arenes are obtained in good yields with exceptionally high stereoselectivity, to produce the & all-trans isomers. Tetra-acrylamido calix[4]arenes derived from secondary acrylamides are shown to dimerise via eight hydrogen bonds to form dimeric capsules, which are able to include small organic molecules. The Royal Society of Chemistry 2005.
- Kuhnert, Nikolai,Le-Gresley, Adam
-
p. 2175 - 2182
(2007/10/03)
-
- Fluorescence probe studies on the complexation between poly(methacrylic acid) and poly(N, N-diethylacrylamide)
-
The complexation between poly(methacrylic acid) (PMAA) and poly(N, N-diethylacrylamide) (PDEAM) in aqueous phase was studied by UV-vis and fluorescence probe techniques. It was demonstrated that the complexation of PMAA with PDEAM occurs within a pH range of 1-6.5 and along with the complexation, the conformation of PMAA changed from a hypercoiled to a loose coiled form. The complex ratio between the two polymers is 1:1 (PMAA:PDEAM, in monomer unit). Salt effect studies showed that the complexation occurred due to formation of hydrogen bonds between the two polymers. Based upon these conclusions and the "compact micelle-like structure" for PMAA at low pH, a "ladder" model was proposed for the structure of PMAA-PDEAM complex formed at low pH.
- Liu, Shouxin,Fang, Yu,Gao, Gailing,Liu, Mingzhu,Hu, Daodao
-
p. 887 - 892
(2007/10/03)
-
- New 4-arylpiperidine derivatives for the treatment of pruritus
-
There is provided a compound of formula I, wherein Het1, R1, R2, R3, X and n have meanings given in the description, which are useful in the prophylaxis and in the treatment of diseases mediated by opiate receptors, such as pruritus.
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-
-
- Measuring LCSTs by novel temperature gradient methods: Evidence for intermolecular interactions in mixed polymer solutions
-
Herein we describe studies of molecular interactions in thermoresponsive polymers as they go through phase transitions in aqueous solutions. By using our recently reported linear temperature gradient setup for studying the effects of temperature on chemical processes, we demonstrate the ability to probe lower critical solution temperature (LCST) behavior with excellent precision. This method also provides a simple and convenient way to assay the LCST of solutions containing more than one polymer and follow the clouding kinetics of polymer mixtures in real time. Copyright
- Mao, Hanbin,Li, Chunmei,Zhang, Yanjie,Bergbreiter, David E.,Cremer, Paul S.
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p. 2850 - 2851
(2007/10/03)
-
- 4-arylpiperidine derivatives for the treatment of pruritus
-
There is provided a compound of formula I, wherein Het1, R1, R2, R3, X and n have meanings given in the description, which are useful in the prophylaxis and in the treatment of diseases mediated by opiate receptors, such as pruritus.
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-
-
- Effect of the molecular weight on the lower critical solution temperature of poly(N,N,-diethylacrylamide) in aqueous solutions
-
The molecular weight dependence of the lower critical solution temperature of poly(N,N-diethylacrylamide) was studied with 11 samples of the polymer with a number-average molecular weight (Mn) ranging from 9.6 × 103 to 1.3 × 106 g mol-1 and relatively narrow polydispersity indices from 1.19 and 2.60. These samples were obtained by fractional precipitation of the polymer. LCST values of polymers were measured by turbidimetry and microcalorimetry. An inverse dependence of LCST on the molar mass was found and the LCST of the samples remained more or less a constant above a critical molecular weight of ca. 2 × 105 g mol-1. The enthalpy and the entropy changes as well as the LCST of the polymer depend strongly on the molar mass of the polymer, especially in low molecular weight range.
- Lessard,Ousalem,Zhu
-
p. 1870 - 1874
(2007/10/03)
-
- Unusual Regioselectivity of the Dipolar Cycloaddition Reactions of Nitrile Oxides and Tertiary Cinnamides and Crotonamides
-
Benzonitrile oxides undergo 1,3-dipolar cycloaddition reactions with methyl cinnamate to produce the 5-phenyl and 4-phenyl regioisomers in approximately an 80:20 ratio. However, use of N,N-diethylcinnamide as the dipolarophile unexpectedly resulted in the formation of the 5-phenyl and 4-phenyl regioisomers in a 23:77 ratio. Studies have shown that this phenomena occurs only for tertiary cinnamides. In addition, it has been demonstrated that the phenyl group of tertiary cinnamides is not essential for the reversal of regioselectivity since crotonamides produce the same results and trends as the cinnamides. However, since acrylates and acrylamides both produce the 5-carbonyl regioisomers, it can be concluded that the β-substituent is playing a key role for the unexpected results by possibly increasing steric interactions between the dipole and dipolarophile in the transition state. Transition state energies were calculated for the regioisomeric cycloadduct pairs derived from several crotonamides as well as methyl crotonate. These calculations indicate that steric factors are indeed responsible for the reversal of regioselectivity.
- Weidner-Wells, Michele A.,Fraga-Spano, Stephanie A.,Turchi, Ignatius J.
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p. 6319 - 6328
(2007/10/03)
-
- THERMAL TRANSFORMATIONS OF ALKYL 3-(DIALKYLAMINO)PROPIONATES
-
Heating alkyl 3-(dialkylamino)propionates (containing C1-C4 alkyl groups) to 180 deg C and higher leads to reversible amidation reactions (with the formation of N,N-dialkyl-substituted amides) and rearrangements into N,N,N-trialkylpropiobetaines, which break down partially into acrylic acid and tertiary amines.With increase in the size of the substituents on the nitrogen atom and/or in the alcohol residue of the amino ester, rearrangement becomes more difficult.An addition of alkyl acrylates to the original mixture leads to increase in the extent to which rearrangement occurs, and rise in the temperature leads to reduction in the equilibrium conversion of alkyl 3-(dialkylamino)propionates.
- Kazantsev, O. A.,Zil'berman, E. N.,Shirshin, K. V.,Krasnov, V. L.,Salov, V. N.
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p. 1687 - 1691
(2007/10/02)
-
- The selective preparation of n-propylamines by the rhodium catalysed reaction of ethylene and syngas with alkylamines
-
The aminoethylation of ethylene with a primary amine has been shown to provide a highly selective route to n-propylamines; the rhodium catalysed reaction of n-propylamine with ethylene and syngas (2/1, H2/CO) affords di-n-propylamine with 98percent selectivity (with respect to ethylene).The reaction of amines of the type RR1NH with the ethylene/syngas mixture and a rhodium catalyst provides a highly selective and general route to the n-propylamines RR1NPr (R=Pr, R1=H; R=t-Bu, R1=H; R=n-Bu, R1=H; R=C8H17, R1=H, R=R1=Pr; R=HOCH2Ch2, R1=H, and R=PhCH(OH)CH2, R1=H).
- Jones, M. D.
-
p. 403 - 408
(2007/10/02)
-
- Process for the production of N-substituted acrylic acid amides
-
The present invention relates to a process for the production of N-substituted acrylic acid amides by conversion of 2-carboalkoxy-t-oxabicyclo(2,2,1)hept-5-enes with primary or secondary amines to 2-carboxamide-7-oxabicyclo(2,2,1)hept-5-enes and the thermal decomposition of the latter, preferably in the presence of Lewis acids and in a vacuum, to furane and N-substituted acrylic acid amides. The process according to the invention results in high purity N-substituted acrylic acid amides that are, in the main, free of bifunctional monomers which would disrupt the subsequent polymerization of the N-substituted acrylic acid amides by undesired cross-linking.
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