Production Method 1

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Dichloromethane ;  < 5 °C; > 1 h, 30 °C

Reference

A novel hydrophobically associating polyampholytes of poly(AM/AA/AMQC12): preparation, characterization, and solution properties

An, Huiyong; Lu, Cuige; Wang, Pixin; Li, Wenbo; Tan, Ying; et al, Polymer Bulletin (Heidelberg, 2011, 67(1), 141-158

Production Method 2

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Solvents: Dichloromethane ;  < 10 °C; 10 °C → rt; 1 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Methanol ;  1 h, rt

Reference

Poly(dialkylaminoalkyl (meth)acrylamide)-based superabsorbent gels

, World Intellectual Property Organization, , ,

Production Method 3

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  4 °C; 4 °C → rt; 2 h, rt

Reference

Methods for making water-soluble semiconductor nanocrystals modified by ligands comprising polyimidazole ligands incorporating pendant imidazole moieties for nanocrystal binding and either sulfonatebetaine, carboxybetaine, or phosphocholinebetaine moieties for water-solubilization

, United States, , ,

Production Method 4

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  4 °C; 4 °C → rt; 2 h, rt

Reference

Ligands for semiconductor nanocrystals

, World Intellectual Property Organization, , ,

Production Method 5

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: 2,6-Di-tert-butyl-4-methylphenol ,  Sodium carbonate Solvents: Dichloromethane ;  0 - 5 °C; 5 °C → rt; 4 h, rt

Reference

pH- and metal ion-sensitive hydrogels based on N-[2-(dimethylaminoethyl)acrylamide]

Nebhani, Leena; Choudhary, Veena; Adler, Hans-Jurgen P.; Kuckling, Dirk, Polymers (Basel, 2016, 8(6),

Production Method 6

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Dichloromethane ;  0 °C

Reference

Novel Hydrocarbon and Fluorocarbon Polymerizable Surfactants: Synthesis, Characterization and Mixing Behavior

Staehler, K.; Selb, J.; Barthelemy, P.; Pucci, B.; Candau, F., Langmuir, 1998, 14(17), 4765-4775

Production Method 7

814-68-6

357262-48-7

925-76-8

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  rt → 0 °C
1.2 Solvents: Tetrahydrofuran ;  0 °C; overnight, 0 °C → rt

Reference

Non-Viral CRISPR/Cas Gene Editing In Vitro and In Vivo Enabled by Synthetic Nanoparticle Co-Delivery of Cas9 mRNA and sgRNA

Miller, Jason B. ; Zhang, Shuyuan; Kos, Petra; Xiong, Hu; Zhou, Kejin; et al, Angewandte Chemie, 2017, 56(4), 1059-1063

Production Method 8

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Solvents: Chloroform ;  1 h, 0 °C; 1 h, rt

Reference

A New Thermo-, pH-, and CO2-Responsive Homopolymer of Poly[N-[2-(diethylamino)ethyl]acrylamide]: Is the Diethylamino Group Underestimated?

Song, Zefeng; Wang, Ke; Gao, Chengqiang; Wang, Shuang; Zhang, Wangqing, Macromolecules (Washington, 2016, 49(1), 162-171

Production Method 9

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Dichloromethane ;  4 h, < 5 °C; 1 h, < 5 °C

Reference

Base-functionalized polymeric chemisorbents for succinic acid recovery from aqueous solution

Alexiou, Jonathan; Biro, Robert; Tremblay, Alexandre; Daugulis, Andrew; Parent, J. Scott, Reactive & Functional Polymers, 2022, 181,

Production Method 10

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Dichloromethane ,  Water ;  0 - 5 °C; 1 h, 0 - 5 °C

Reference

Study on synthesis condition of polymerizable monomer N-[(dimethylamino) ethyl]acrylamide

Li, Zhi-cheng; Liang, Hong; Shi, Cai-jing; An, Hui-yong; Chen, Ping, Huagong Keji, 2012, 20(2), 25-28

Production Method 11

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Solvents: Chloroform ;  1 h, 0 °C; 1 h, rt

Reference

RAFT synthesis of triply responsive poly[N-[2-(dialkylamino)ethyl]acrylamide]s and their N-substitute determined response

Wang, Ke; Song, Zefeng; Liu, Chonggao; Zhang, Wangqing, Polymer Chemistry, 2016, 7(20), 3423-3433

Production Method 12

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Dichloromethane ;  0.5 h, < 5 °C

Reference

Drilling fluid tackifier and its preparation method

, China, , ,

Production Method 13

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Solvents: Tetrahydrofuran ;  4 °C
1.2 Reagents: Triethylamine ;  4 °C → rt; 2 h, rt

Reference

Spatial Charge Configuration Regulates Nanoparticle Transport and Binding Behavior In Vivo

Han, Hee-Sun; Martin, John D.; Lee, Jungmin; Harris, Daniel K.; Fukumura, Dai; et al, Angewandte Chemie, 2013, 52(5), 1414-1419

Production Method 14

108-00-9

925-76-8

Reaction Conditions

1.1 Reagents: Triethylamine ,  1-Hydroxybenzotriazole ,  N1,N1-Diethyl-N3-(ethylcarbonimidoyl)-1,3-propanediamine Solvents: Tetrahydrofuran ;  1 - 3 h, 20 °C

Reference

Preparation of phosphinic acid derivatives useful for treatment of Alzheimer's disease

, United States, , ,

Production Method 15

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: Di-tert-Butyl-m-cresol Solvents: Dichloromethane ;  0 - 5 °C; 1 h; 6 h, rt

Reference

Trends in the Phase Separation Temperature Optimization of a Functional and Thermo-pH Responsive Terpolymer of Poly(N-isopropylacrylamide-co-N-(2-(dimethylamino)ethyl) Acrylamide-co-vanillin Acrylate)

Abdelaty, Momen S. A., Journal of Polymers and the Environment, 2021, 29(10), 3116-3129

Production Method 16

108-00-9

24599-25-5

925-76-8

Reaction Conditions

1.1 Reagents: Diisopropylcarbodiimide ,  1-Hydroxybenzotriazole Solvents: Tetrahydrofuran ;  15 min, 0 °C
1.2 overnight, 0 °C

Reference

Free-standing non-fouling polymers, their compositions, and related monomers

, World Intellectual Property Organization, , ,

Production Method 17

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: 2,6-Di-tert-butyl-4-methylphenol Solvents: Dichloromethane ;  < 3 °C; 3 °C → rt; 4 h, rt

Reference

Photo-Cross-Linked Polydimethylacrylamide Hydrogels as Porogens for Mesoporous Alumina

Weinberger, Christian; Chen, Zimei; Birnbaum, Wolfgang; Kuckling, Dirk; Tiemann, Michael, European Journal of Inorganic Chemistry, 2017, 2017(6), 1026-1031

Production Method 18

108-00-9

814-68-6

925-76-8

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ;  rt → 0 °C
1.2 Solvents: Tetrahydrofuran ;  0 °C; overnight, 0 °C → rt

Reference

Preparation of cationic sulfonamide amino lipids and amphiphilic zwitterionic amino lipids

, World Intellectual Property Organization, , ,

Production Method 19

108-00-9

925-76-8

Reaction Conditions

1.1 Reagents: Hydroquinone Catalysts: Dibutyltin dilaurate ;  4 - 6 h, 100 - 110 °C

Reference

Preparation method of gypsum retarder

, China, , ,

Production Method 20

108-00-9

814-68-6

925-76-8

Reaction Conditions

Reference

Antimicrobial thiouronium copolymers and methods of making and using the same

, United States, , ,

N-[2-(dimethylamino)ethyl]acrylamide Raw materials

• N,N-Dimethylethylenediamine
• Acryloylglycine
• Acryloyl chloride
• 1,1-Ethenediamine, N,N-dimethyl-

N-[2-(dimethylamino)ethyl]acrylamide Preparation Products

• N-[2-(dimethylamino)ethyl]acrylamide (925-76-8)

• 1. Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles?
  Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
• 2. Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field
  XuxinCheng,XiaomingChen,PengyuanFan
• 3. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 4. Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process?
  Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
• 5. Excellent lithium ion storage property of porous MnCo2O4 nanorods?
  Peiyuan Zeng,Xiaoxiao Wang,Ming Ye,Qiuyang Ma,Jianwen Li,Wanwan Wang,Baoyou Geng,Zhen Fang RSC Adv., 2016,6, 23074-23084

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Acrylic acids and derivatives

N-[2-(Dimethylamino)ethyl]acrylamide (CAS No. 925-76-8): A Versatile Building Block for Advanced Polymer Applications

N-[2-(Dimethylamino)ethyl]acrylamide (CAS 925-76-8) is a specialized acrylamide derivative that has gained significant attention in polymer chemistry and material science. This compound, sometimes referred to as DMAE acrylamide or dimethylaminoethyl acrylamide, serves as a crucial monomer for creating functional polymers with unique properties. Its molecular structure combines the reactivity of an acrylamide group with the tertiary amine functionality, making it particularly valuable for developing pH-responsive materials, smart coatings, and advanced hydrogel systems.

The growing interest in stimuli-responsive polymers has positioned N-[2-(dimethylamino)ethyl]acrylamide as a key building block in modern material design. Researchers are particularly drawn to its ability to create polymers that respond to environmental changes, a property highly sought after in drug delivery systems and biomedical applications. The compound's tertiary amine group allows for protonation-deprotonation transitions, enabling the development of materials that can change their properties in response to pH variations.

From a chemical perspective, N-[2-(dimethylamino)ethyl]acrylamide demonstrates excellent polymerization characteristics, readily participating in both free radical and controlled radical polymerization processes. This versatility makes it suitable for creating various copolymers and polymer networks with precisely tuned properties. The compound's water solubility before polymerization and the potential for creating water-swellable networks after polymerization contribute to its popularity in developing hydrogel technologies.

The application spectrum of N-[2-(dimethylamino)ethyl]acrylamide-based polymers extends to several cutting-edge fields. In biotechnology, these materials are explored for cell culture scaffolds due to their tunable mechanical properties and potential for biofunctionalization. The cosmetics industry utilizes polymers derived from this monomer in hair care formulations and skin-friendly coatings, capitalizing on their film-forming abilities and moisture retention properties.

Recent advancements in smart material development have highlighted the importance of N-[2-(dimethylamino)ethyl]acrylamide in creating environmentally responsive systems. Researchers are investigating its use in self-healing materials, where the pH-responsive nature of polymers containing this monomer can trigger autonomous repair mechanisms. This aligns with current trends in green chemistry and circular economy initiatives, making the compound particularly relevant in today's research landscape.

The synthesis and handling of N-[2-(dimethylamino)ethyl]acrylamide require proper chemical safety protocols, as with any reactive monomer. While not classified as hazardous under normal conditions, appropriate laboratory practices should be followed during its use. The compound's stability and storage recommendations are important considerations for researchers and industrial users working with this material.

Market analysis indicates growing demand for functional monomers like N-[2-(dimethylamino)ethyl]acrylamide, driven by expanding applications in biomedical engineering and advanced materials. The compound's unique combination of properties – including its reactivity, water solubility, and pH responsiveness – positions it as a valuable component in the development of next-generation polymeric materials. As research continues to uncover new applications, the importance of this acrylamide derivative in material science is expected to grow significantly.

For researchers considering N-[2-(dimethylamino)ethyl]acrylamide for their projects, several key factors should be evaluated. The monomer's polymerization kinetics, compatibility with other monomers, and resulting polymer properties should be carefully characterized. Recent publications have demonstrated successful copolymerization with various acrylates, methacrylates, and other vinyl monomers, offering numerous possibilities for material design.

The future outlook for N-[2-(dimethylamino)ethyl]acrylamide appears promising, with potential applications emerging in sensor technologies, controlled release systems, and adaptive coatings. As the scientific community continues to explore stimuli-responsive materials, this compound's unique characteristics will likely maintain its position as an important tool for polymer chemists and material scientists worldwide.

• 31014-51-4(2-Propenamide,N-[2-(diethylamino)ethyl]-)
• 60134-80-7(2-Propenamide, N,N'-1,2-ethanediylbis[N-methyl-)
• 785030-60-6(2-Propenamide,N-methyl-N-[2-(methylamino)ethyl]-)
• 73011-43-5(2-Butenamide, N-[2-(dimethylamino)ethyl]-)
• 2956-58-3(N,N'-Ethylenebisacrylamide)
• 10595-45-6(2-Propenamide,N-[2-(diethylamino)ethyl]-)
• 6342-17-2(1-4-(prop-2-enoyl)piperazin-1-ylprop-2-en-1-one)
• 74443-97-3(Ethanaminium, N,N,N-trimethyl-2-[(1-oxo-2-propenyl)amino]-, chloride)
• 23918-29-8(N-(2-aminoethyl)prop-2-enamide)
• 61133-53-7(1,4-Bis(acryloyl)piperazine)