2-Acrylamido-2-methylpropanesulfonate AMPS

Chemically heterogeneous copolymers prep2ured from 2-hydroxyethylmeth-acrylate (HEMA) eind 2-acrylamido-2-methylpropanesulfonate (AMPS) have been characterized by ITP by separation of the copolymer mixture into discrete zones. The separations were achieved from differences in electrophoretic mobilities of individual copolymer chains. Mobility is governed by the ratio of ionic to nonlonic repeat units in the chain for mole fractions of 0-0.6 ionic repeat units and by the extent of binding of counterions to the ionic groups for mole fractions of... 

AMPS 2401 Monomer. See 2-Acrylamido-2-methylpropanesulfonic acid AMPS 2403 Monomer. See Sodium 2-acrylamido-2-methylpropanesulfonate AMPS 2404 Monomer. See 2-Acrylamido-2-methylpropanesulfonic acid AMPS 2405 Monomer. See Sodium 2-acrylamido-2-methylpropanesulfonate AMPS 2-AMPS. See 2-Acrylamido-2-methylpropanesulfonic acid Amquest EWS. See Edetic acid Amres 25-HP, Amres 8855, Amres 8860, Amres 8870, Amres C12, Amres C20, Amres C25, Amres C28. See Polyamide Amres C382. See Urea-formaldehyde resin Amres HS-30, Amres LA-12-2. See Polyamide... 

Similarly, such AB diblocks may be prepared based on the acrylamido family of monomers. For example, the synthesis of novel AB diblock copolymers comprised of the two anionic monomers sodium 2-acrylamido-2-methylpropanesulfonate (AMPS) and sodium 3-acrylamido-3-methylbutanoate (AMBA) have been reported (42,44). By analogy with the styrenic block copolymers, these AMPS-AMBA species also exhibit reversible pH-induced self-assembly by virtue of the fact that the AMBA residues may be reversible protonated, switching the residues from a hydrophilic (high pH) to a hydrophobic (low pH) state. Similar AB diblocks of AMPS with sodium 6-acrylamidohexanoate which also exhibit pH-induced micellization have been reported by Yusa and co-workers (45) RAFT has... 

Neyret and Vincent [30] have developed such an approach for the formation of microgel particles, named inverse microemulsion polymerisation. The oil phase consisted of anionic 2-acrylamido-2-methylpropanesulfonate (AMPS) and cationic (2-(methacryloyloxy)ethyl) trimethylammonium (MADQUAT) monomers in addition to a BA cross-linker. The co-polymerisation was initiated using UV irradiation and the product isolated and re-dispersed in aqueous electrolyte solution to yield polyampholyte microgel particles. The particles became swollen in the presence of high electrolyte concentrations as a result of screening of the attractive electrostatic interactions between neighbouring chains. 

Although there are numerous reports of polymerization of 1-protium and 1-methyl-4-vinylpyridinium ions, 1 (R = H, CH3), until very recently successful copolymerization of these monomers had been limited to reaction with two anionic monomers. Salamone and coworkers in 1977 reported the first examples of copolymerization of 1 (R == H) with 4-vinylbenzenesulfonate, 20 (Eq. 6.3.1) and 2-acrylamido-2-methylpropanesulfonate, (AMPS), 21, (Eq. 6.3.2) [61]. 

Free-radical copolymerizations of 2-acrylamido-2-methylpropanesulfonate (AMPS) and methacrylamides A -substituted with bulky hydrophobes of cyclic structures yields random copolymers (see Scheme 1) that form unimer micelles in aqueous solution independent of the concentration [22], Such hydrophobic methacrylamides include Y-cyclododecylmethacrylamide (CdMAm) [24], A -(l-adamantyl)methacrylamide (AdMAm) [24], and A -(l-naphthylmethyl)methacrylamide (1-NpMAm) [25]. 

Morishima etal. [29 — 31] prepared amphiphilic copolymers of 2-acrylamido-2-methylpropanesulfonic acid (AMPS) with various hydrophobic comonomers, and studied the tendency of their self-aggregation and the nature of the hydrophobic microdomains thus formed in aqueous solution. Chart 1 shows some of these amphiphilic copolymers. Here, the value of x indicates the mol% content of hydrophobic comonomer units. 

As has been described in Chapter 4, random copolymers of styrene (St) and 2-(acrylamido)-2-methylpropanesulfonic acid (AMPS) form a micelle-like microphase structure in aqueous solution [29]. The intramolecular hydrophobic aggregation of the St residues occurs when the St content in the copolymer is higher than ca. 50 mol%. When a small mole fraction of the phenanthrene (Phen) residues is covalently incorporated into such an amphiphilic polyelectrolyte, the Phen residues are hydrophobically encapsulated in the aggregate of the St residues. This kind of polymer system (poly(A/St/Phen), 29) can be prepared by free radical ter-polymerization of AMPS, St, and a small mole fraction of 9-vinylphenanthrene [119]. 

Hydrolysis of amide groups to carboxylate is a major cause of instability in acrylamide-based polymers, especially at alkaline pH and high temperatures. The performance of oil-recovery polymers may be adversely affected by excessive hydrolysis, which can promote precipitation from sea water solution. This work has studied the effects of the sodium salts of acrylic acid and AMPS, 2-acrylamido-2-methylpropanesulfonic acid, as comonomers, on the rate of hydrolysis of polyacrylamides in alkaline solution at high temperatures. Copolymers were prepared containing from 0-53 mole % of the anionic comonomers, and hydrolyzed in aqueous solution at pH 8.5 at 90°C, 108°C and 120°C. The extent of hydrolysis was measured by a conductometric method, analyzing for the total carboxylate content. 

Materials. Monomers used in the preparation of the copolymers were as follows acrylamide as a 50% solution in water, stablized with cupric ion, supplied by American Cyanamid Company acrylic acid supplied by BASF and AMPS, 2-acrylamido-2-methylpropanesulfonic acid, (recrystallized grade) obtained from Lubrizol. The sodium salts of acrylic acid and AMPS were prepared by gradual neutralization of the monomers with sodium hydroxide solution, maintaining a temperature of 0 to 5°C, to give a final concentration of 50%. 

The rate of hydrolysis of acrylamide in copolymers with sodium acrylate or AMPS, 2-acrylamido-2-methylpropanesulfonic acid, decreased as the proportion of the anionic comonomers was increased. This effect was much more marked with AMPS than with sodium acrylate, and occurred at 90°, 108°, and 120°C. Typical results at 108°C [Figs. 1 and 2] show the increase in carboxylate content of acrylamide copolymers containing sodium acrylate and AMPS respectively. 

Preparation of Poly(3-methacrylamidopropyltrimethylammo-nium-2-acrylamido-2-methylpropanesulfonate. Ten mL of an aque-ous solution composed of 1.96g (ca. 5 mmol) of MPTMA AMPS (mp 146.0-147.2°C) and 2.8 mg (0.2 mol % ) of ACVA were prepared. The solution was degassed, sealed, and placed in a thermostated bath at 55°C. After 10 hr the cloudy gel was dissolved in 200 mL of distilled water. 

An alternative method of preparation for MPTMA AMPS involved the use of a cation-exchange resin, IRA-120 (Na+ form). The resin was saturated with methacrylamidopropyltrimethylammonium chloride, washed thoroughly with deionized water, and then washed with a dilute solution of AMPS. Lyophilization of the neutral eluent yielded the crude product. Some contamination of this product with sodium 2-acrylamido 2-methylpropanesulfonate was expected this species was removed with methylene chloride using soxhlet extraction, followed by recrystallization from chloroform to yield pure MPTMA AMPS. 

CAS 15214-89-8 EINECS/ELINCS 239-268-0 Synonyms 2-Acrylamido-2-methylpropane sulfonate 2-Acryloylamido-2-methylpropanesulfonic acid monomer AMPS 2-AMPS Empirical C7H13NO4S Formula H2C=CHC0NHC(CH3)2CH2S03H Properties M.w. 207.25 m.p. 195 C Toxicology Cancer suspect agent Precaution Corrosive... 

AMPS 2403 Monomer AMPS 2405 Monomer Sodium 2-acrylamido-2-methylpropanesulfonate 5168-91-2 Ceteth-6... 

Acrylamido-2-methylpropanesulfonic acid AMPS 2401 Monomer AMPS 2404 Monomer 15217-42-2 Cobratec 40S Seetec BT-NA Sodium benzotriazole 15233-47-3 KD-110... 

Acrylamido-2-methylpropanesulfonic acid (AMPS) n. A solid aliphatic sulfonic-acid monomer produced by Lubrizol Corp. Its homopolymers are water-soluble and hydrolytically stable. It can be incorporated into other polymers by crosslinking. 

The gel was prepared by radical copolymerization at 323[K] for 48 hours. The total monomer concentration in N, N-dimethylformamide was kept at 3.0M in the presence of O.OIM N,N - methylenebisacrylamide (MBAA) as a cross-linking agent and O.OIM a, a - azobis (isobutyronitrUe) (AIBN) as an initiator. Monomers were 2 - acrylamido-2- methylpropanesulfonic acid (AMPS), n-stearyl acrylate (SA), and acrylic acid (AA) with the composition (AMPS SA AA) = (20 5 75). After the polymerizations, the gel was immersed in a large amount of pure water to remove un-reacted reagents until it reached an equilibrium... 

Due to sulfonic acid group in 2-acrylamido-2-methylpropanesulfonic acid (AMPS) molecules, homo-poly(AMPS), or (AMPS)-based co-polymers (Fig. 13.13) would be applicable to proton-conductive membranes for fuel cell applications [61]. The amphiphilic monomer can be easily polymerized with radical initiators and the price... 

Shahinpoor [930], working at the "Artificial Muscles Research Institute", University of New Mexico, Albuquerque, NM, USA, fabricated devices for a wide variety of applications based on electrochemomechanical principles, from ion conducting polymers (not CPs). These polymers included poly(acrylic acid-bisacrylamide) (PAAM), poly(2-acrylamido-2-methylpropanesulfonic acid (Poly(AMPS)), and polyacrylonitrile (PAN). While these are not CPs, Shahinpoor also indicated that similar action could be expected, with minor modifications, from CPs such as poly (ary lene vinylenes) and poly(thienylene vinylenes). Shahinpoor typically used a metal (e.g. Pt) + ion conductive polymer composite in place of the customary bilayers. Some of the applications envisioned, or demonstrated for ion conductive polymers, included microactuators, motion sensors, accelerometers, oscillating artificial muscles, inchworms, cardiac>circulation assistants, noiseless propulsion swimming robots for military applications, fully constituted contractile artificial muscles, miniature flying machines, and electrically controllable adaptive optical lenses (Fig. 21-51. The potential military applications of these have fueled much interest recently [931]. 

Manuf./Distrib. ABCR Aldrich Fisher Scientific Ut Lubrizol Sigma-Aldrich Che-mie GmbH/Fluka Sigma Toagosei Trade Names AMPS 2401 Monomer AMPS 2404 Monomer 2-Acrylamido-2-methylpropane sulfonic acid sodium saK. See Sodium 2-acry-lamido-2-methylpropanesulfonate Acrylated epoxidized oil... 

Uses Emulsifier, hair conditioner, skin conditioner film modifier in cosmetics, hair care, skin care, nail preps. plasticizer tor hair resins AMPS 2-AMPS. See 2-Acrylamido-2-methylpropanesulfonic acid Amyl acid phosphate CAS 1278W6-7 UN 2819 (DOT)... 

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