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N-Vinylformamide (NVF) is a class of N-vinylamide that serves as a precursor to amide and amine functional polymers. It is characterized by its high reactivity in polymerization and hydrolysis, making it a valuable compound in various applications.

13162-05-5

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13162-05-5 Usage

Uses

Used in Polymer Industry:
N-Vinylformamide is used as a monomer in the free radical polymerization process to form poly(NVF), a polymer with a molecular weight ranging from 104 to 106. This polymer is known for its unique properties, such as high solubility in water and resistance to organic solvents, which make it suitable for various applications.
Used in Chemical Synthesis:
NVF is used as a versatile building block in the synthesis of various functional polymers and copolymers. Its high reactivity allows for the creation of polymers with tailored properties, such as hydrophilicity, biocompatibility, and stimuli-responsiveness, which can be utilized in different industries, including pharmaceuticals, materials science, and environmental technology.
Used in Water Treatment:
NVF-based polymers can be employed in water treatment processes, such as flocculation, coagulation, and adsorption, due to their high water solubility and ability to form complexes with various contaminants. This makes them effective in removing pollutants and improving water quality.
Used in Biomedical Applications:
The biocompatibility and stimuli-responsiveness of NVF-based polymers make them suitable for use in biomedical applications, such as drug delivery systems, tissue engineering scaffolds, and diagnostic tools. These polymers can be designed to respond to specific biological cues or environmental stimuli, enabling controlled release of therapeutic agents or targeted interactions with biological systems.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 13162-05-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,1,6 and 2 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 13162-05:
(7*1)+(6*3)+(5*1)+(4*6)+(3*2)+(2*0)+(1*5)=65
65 % 10 = 5
So 13162-05-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H5NO/c1-2-4-3-5/h2-3H,1H2,(H,4,5)

13162-05-5 Well-known Company Product Price

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  • Aldrich

  • (447331)  N-Vinylformamide  98%

  • 13162-05-5

  • 447331-100ML

  • 456.30CNY

  • Detail
  • Aldrich

  • (447331)  N-Vinylformamide  98%

  • 13162-05-5

  • 447331-500ML

  • 1,284.66CNY

  • Detail

13162-05-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N-VINYLFORMAMIDE

1.2 Other means of identification

Product number -
Other names N-VinylforMaMide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Processing aids, not otherwise listed
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13162-05-5 SDS

13162-05-5Synthetic route

N-(1-methoxyethyl)-formamide
38591-94-5

N-(1-methoxyethyl)-formamide

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
92%
(2-hydroxyethyl)-formamide
693-06-1

(2-hydroxyethyl)-formamide

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
With acetic anhydride at 35 - 60℃; for 13.5h; Time; Inert atmosphere;75.8%
N-(α-cyanoethyl)formamide
27394-99-6

N-(α-cyanoethyl)formamide

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
at 410 - 420℃; under 10 - 15 Torr;
alumina activated with potassium ions at 330℃; under 7.50075 Torr; Gas phase; Industry scale; Pyrolysis;
ethylidene diacetate
542-10-9

ethylidene diacetate

A

1,1-bis-acetylamino-ethane
5335-91-1

1,1-bis-acetylamino-ethane

B

n-vinylformamide
13162-05-5

n-vinylformamide

C

1,1-Bis(formamido)ethane
20602-52-2

1,1-Bis(formamido)ethane

D

N-(1-Formylamino-ethyl)-acetamide

N-(1-Formylamino-ethyl)-acetamide

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 25℃; for 23h; Further byproducts given;A 9.4 % Chromat.
B 10.5 % Chromat.
C 5.4 % Chromat.
D 21.2 % Chromat.
acetaldehyde
75-07-0

acetaldehyde

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
With acetic anhydride; potassium carbonate at 10 - 70℃; for 3h;
With acetic anhydride; potassium carbonate In 2,2,4-trimethylpentane at 10 - 70℃; for 3h;
Stage #1: acetaldehyde; formamide; potassium carbonate In 1,4-dioxane at 10 - 15℃; for 2h;
Stage #2: With poly(styrene-co-maleic anhydride) In 1,4-dioxane
N-(α-hydroxyethyl)formamide
102904-85-8

N-(α-hydroxyethyl)formamide

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
With C13H24O6SSi; silica gel In 1,4-dioxane at 80 - 100℃; for 6h;
N-(1-Acetoxyethyl)-formamide
74769-49-6

N-(1-Acetoxyethyl)-formamide

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
Heating / reflux;
1,1-Bis(formamido)ethane
20602-52-2

1,1-Bis(formamido)ethane

A

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
With calcium carbonate at 210℃;
quartz

quartz

1,1-Bis(formamido)ethane
20602-52-2

1,1-Bis(formamido)ethane

n-vinylformamide
13162-05-5

n-vinylformamide

1,1-Bis(formamido)ethane
20602-52-2

1,1-Bis(formamido)ethane

n-vinylformamide
13162-05-5

n-vinylformamide

acetylene
74-86-2

acetylene

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
decacarbonyldirhenium(0) In 1,4-dioxane at 170℃; under 13501.4 Torr; for 0.2h;
N-(1-ethoxyethyl)-formamide

N-(1-ethoxyethyl)-formamide

n-vinylformamide
13162-05-5

n-vinylformamide

Conditions
ConditionsYield
With magnesium oxide In ethanol at 185 - 400℃; under 262.526 Torr; Pyrolysis; Inert atmosphere;
1-methylindole
603-76-9

1-methylindole

n-vinylformamide
13162-05-5

n-vinylformamide

N-(1-(1-methyl-1H-indol-3-yl)ethyl)formamide
1262894-65-4

N-(1-(1-methyl-1H-indol-3-yl)ethyl)formamide

Conditions
ConditionsYield
With iron(III) chloride In dichloromethane at 40℃; for 0.5h; regioselective reaction;99%
n-vinylformamide
13162-05-5

n-vinylformamide

methyl indolizine-1-carboxylate
316375-85-6

methyl indolizine-1-carboxylate

methyl 3-(1-formamidoethyl)indolizine-1-carboxylate
1262894-66-5

methyl 3-(1-formamidoethyl)indolizine-1-carboxylate

Conditions
ConditionsYield
With iron(III) chloride In dichloromethane at 40℃; for 0.5h; regioselective reaction;99%
n-vinylformamide
13162-05-5

n-vinylformamide

poly(vinyl formamide), [η] = 0.42 dl/g at 25 deg C in 0.1 mol/l sodium acetate; monomer(s): N-vinylformamide

poly(vinyl formamide), [η] = 0.42 dl/g at 25 deg C in 0.1 mol/l sodium acetate; monomer(s): N-vinylformamide

Conditions
ConditionsYield
With ammonia; dihydrogen peroxide In water at 60℃; for 4.5h;98%
n-vinylformamide
13162-05-5

n-vinylformamide

2-Methacrylamido-2-deoxy-D-glucose
17377-64-9

2-Methacrylamido-2-deoxy-D-glucose

polymer, molar ratio N-vinylformamide:N-methacryloyl-D-glucosamine = 45:55; monomer(s): N-vinylformamide; N-methacryloyl-D-glucosamine

polymer, molar ratio N-vinylformamide:N-methacryloyl-D-glucosamine = 45:55; monomer(s): N-vinylformamide; N-methacryloyl-D-glucosamine

Conditions
ConditionsYield
With 2,2-azobis(2-amidinopropane)dihydrochloride In water at 60℃; for 5h;98%
indole
120-72-9

indole

n-vinylformamide
13162-05-5

n-vinylformamide

N-(1-(1H-indol-3-yl)ethyl)acetamide

N-(1-(1H-indol-3-yl)ethyl)acetamide

Conditions
ConditionsYield
With iron(III) chloride In dichloromethane at 40℃; for 0.5h; regioselective reaction;97%
n-vinylformamide
13162-05-5

n-vinylformamide

methyl iodide
74-88-4

methyl iodide

N-vinyl-N-methyl-formamide
2867-48-3

N-vinyl-N-methyl-formamide

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 15℃; Methylation;96%
formic acid
64-18-6

formic acid

n-vinylformamide
13162-05-5

n-vinylformamide

N-(α-formoxyethyl)formamide

N-(α-formoxyethyl)formamide

Conditions
ConditionsYield
at 25℃; for 1h; Addition;95%
n-vinylformamide
13162-05-5

n-vinylformamide

4-(vinylformylamino)-2-butanone
281205-60-5

4-(vinylformylamino)-2-butanone

polymer, 4-(vinylformylamino)-2-butanone-(vinyl formamide) copolymer, vinyl formamide 84 percent, 4-(vinylformylamino)-2-butanone 16 percent, intrinsic viscosity 0.40 dl/g; monomer(s): vinyl formamide; 4-(vinylformylamino)-2-butanone

polymer, 4-(vinylformylamino)-2-butanone-(vinyl formamide) copolymer, vinyl formamide 84 percent, 4-(vinylformylamino)-2-butanone 16 percent, intrinsic viscosity 0.40 dl/g; monomer(s): vinyl formamide; 4-(vinylformylamino)-2-butanone

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In isopropyl alcohol at 60℃;95%
n-vinylformamide
13162-05-5

n-vinylformamide

p-methylbenzaldehyde oxime
3717-15-5

p-methylbenzaldehyde oxime

(E)-4-methylbenzaldehyde O-1-(N-formyl)aminoethyloxime
1140531-50-5

(E)-4-methylbenzaldehyde O-1-(N-formyl)aminoethyloxime

Conditions
ConditionsYield
With 2,6-di-tert-butyl-pyridine; tris(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 20℃; for 0.166667h;95%
methanol
67-56-1

methanol

n-vinylformamide
13162-05-5

n-vinylformamide

N-(1-methoxyethyl)-formamide
38591-94-5

N-(1-methoxyethyl)-formamide

Conditions
ConditionsYield
With sodium methylate at 25℃; for 18h; Addition;93%
n-vinylformamide
13162-05-5

n-vinylformamide

N-[α-(N'-vinyl-N'-formamido)ethyl]formamide

N-[α-(N'-vinyl-N'-formamido)ethyl]formamide

Conditions
ConditionsYield
With trimethylamine at 25℃; for 42h; Dimerization;93%
n-vinylformamide
13162-05-5

n-vinylformamide

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

N-(p-methoxybenzyl)-N-vinylformamide
1352951-39-3

N-(p-methoxybenzyl)-N-vinylformamide

Conditions
ConditionsYield
Stage #1: n-vinylformamide With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: p-methoxybenzyl chloride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere;
93%
n-vinylformamide
13162-05-5

n-vinylformamide

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-formyl-N-vinyl-carbamic acid tert-butyl ester
1321892-09-4

N-formyl-N-vinyl-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 20℃; for 22h; Inert atmosphere;93%
With dmap In tetrahydrofuran at 20℃; for 22h; Inert atmosphere;93%
With dmap In tetrahydrofuran
n-vinylformamide
13162-05-5

n-vinylformamide

isobutyryl chloride
79-30-1

isobutyryl chloride

N-vinyl-2-methylpropionamide

N-vinyl-2-methylpropionamide

Conditions
ConditionsYield
Stage #1: n-vinylformamide; isobutyryl chloride With triethylamine In tetrahydrofuran at 0 - 5℃; for 3h; Inert atmosphere;
Stage #2: With water; sodium hydroxide In tetrahydrofuran at 0 - 5℃; Solvent; Reagent/catalyst; Temperature; Time; Inert atmosphere;
93%
Stage #1: n-vinylformamide; isobutyryl chloride With dmap; triethylamine In tetrahydrofuran at 0 - 5℃; for 2h;
Stage #2: With sodium hydroxide In tetrahydrofuran at 0℃; for 2h;
59%
Stage #1: n-vinylformamide; isobutyryl chloride With triethylamine In tetrahydrofuran at 0℃; for 5h;
Stage #2: With sodium hydroxide In tetrahydrofuran at 0 - 5℃; for 9h;
52%
n-vinylformamide
13162-05-5

n-vinylformamide

isopropyl alcohol
67-63-0

isopropyl alcohol

N-(1-isopropoxy-ethyl)-formamide

N-(1-isopropoxy-ethyl)-formamide

Conditions
ConditionsYield
With hydrogenchloride at 0℃; for 2h; Addition;92%
n-vinylformamide
13162-05-5

n-vinylformamide

N-vinylformamide potassium salt

N-vinylformamide potassium salt

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 4℃; for 1h;92%
n-vinylformamide
13162-05-5

n-vinylformamide

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 3-(N-vinylformamido)-propionate
164144-18-7

methyl 3-(N-vinylformamido)-propionate

Conditions
ConditionsYield
With sodium methylate; p-benzoquinone92%
With sodium methylate; p-benzoquinone92%
n-vinylformamide
13162-05-5

n-vinylformamide

N-methoxy-4-methylbenzamide
25563-06-8

N-methoxy-4-methylbenzamide

N-(6-methyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-3-yl)formamide

N-(6-methyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-3-yl)formamide

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate at 60℃; for 4h; Sealed tube;92%
n-vinylformamide
13162-05-5

n-vinylformamide

2-hydroxy-propionitrile
78-97-7

2-hydroxy-propionitrile

N-[α-(α'-cyanoethoxy)ethyl]formamide

N-[α-(α'-cyanoethoxy)ethyl]formamide

Conditions
ConditionsYield
With boron trifluoride at 0℃; for 18h; Addition;91%
n-vinylformamide
13162-05-5

n-vinylformamide

methyl 3-(N-vinylformamido)-propionate
164144-18-7

methyl 3-(N-vinylformamido)-propionate

polymer, 3-(vinylformylamino)propionate-(vinyl formamide) copolymer, vinyl formamide 85 percent, methyl 3-(vinylformylamino)propionate 15 percent, intrinsic viscosity 0.27 dl/g; monomer(s): vinyl formamide; methyl 3-(vinylformylamino)propionate

polymer, 3-(vinylformylamino)propionate-(vinyl formamide) copolymer, vinyl formamide 85 percent, methyl 3-(vinylformylamino)propionate 15 percent, intrinsic viscosity 0.27 dl/g; monomer(s): vinyl formamide; methyl 3-(vinylformylamino)propionate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In isopropyl alcohol at 60℃;90%
n-vinylformamide
13162-05-5

n-vinylformamide

4-chlorobenzaldehyde oxime
3717-24-6

4-chlorobenzaldehyde oxime

(E)-4-chlorobenzaldehyde O-1-(N-formyl)aminoethyloxime
1140531-46-9

(E)-4-chlorobenzaldehyde O-1-(N-formyl)aminoethyloxime

Conditions
ConditionsYield
With 2,6-di-tert-butyl-pyridine; tris(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 20℃; for 0.166667h;90%
n-vinylformamide
13162-05-5

n-vinylformamide

poly(N-vinyl formamide)

poly(N-vinyl formamide)

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In isopropyl alcohol for 4h; Heating / reflux;89%
pentanal
110-62-3

pentanal

n-vinylformamide
13162-05-5

n-vinylformamide

4-nitro-aniline
100-01-6

4-nitro-aniline

(2-butyl-6-nitro-1,2,3,4-tetrahydroquinolin-4-yl)formamide

(2-butyl-6-nitro-1,2,3,4-tetrahydroquinolin-4-yl)formamide

Conditions
ConditionsYield
With bismuth(III) chloride In acetonitrile at 20℃; for 4h; Inert atmosphere;89%
n-vinylformamide
13162-05-5

n-vinylformamide

povinylformamide

povinylformamide

Conditions
ConditionsYield
With C8H14N2OS2; 2,2'-azobis(isobutyronitrile) at 25 - 60℃; for 45h; Conversion of starting material; Neat (no solvent);88%
With C8H14N2OS2; 2,2'-azobis(isobutyronitrile) at 25 - 60℃; for 12h; Conversion of starting material; Neat (no solvent);83%
With C8H14N2OS2; 2,2'-azobis(isobutyronitrile) at 25 - 60℃; for 18h; Conversion of starting material; Neat (no solvent);83%
n-vinylformamide
13162-05-5

n-vinylformamide

4-nitrobenzaldehyde oxime
1129-37-9

4-nitrobenzaldehyde oxime

(E)-4-nitrobenzaldehyde O-1-(N-formyl)aminoethyloxime
1140531-43-6

(E)-4-nitrobenzaldehyde O-1-(N-formyl)aminoethyloxime

Conditions
ConditionsYield
With 2,6-di-tert-butyl-pyridine; tris(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 20℃; for 0.166667h;88%

13162-05-5Relevant academic research and scientific papers

Reactions of ethylidene diacetate: Formation of N-vinylamide precursors ethylidene bisacetamide and ethylidene bisformamide

Rabasco, John J.,Waller, Francis J.

, p. 4953 - 4956 (1997)

Ethylidene diacetate (EDA) reacts with formamide or acetamide under stoichiometric base or catalytic Lewis acid conditions to afford the corresponding ethylidene bisamides and N-vinylamides. Sn(OAc)2 afforded an overall 82.6% selectivity to the desired acetamide derivatives. Sn(OAc)2 and Zn(OAc)2 facilitate amide attack at the tertiary carbon of EDA.

Preparation method of N-vinyl alkylamide

-

Paragraph 0065-0066; 0071-0072, (2020/12/29)

The invention relates to the technical field of vinyl compound production, in particular to a preparation method of Nvinyl alkyl amide. The preparation method comprises the following steps: A) under the action of a composite basic catalyst, reacting acetaldehyde with alkylamide to obtain Nhydroxyethyl alkylamide, and carrying out esterification reaction on the obtained Nhydroxyethyl alkylamide andacid anhydride to obtain an ester compound; wherein the composite basic catalyst comprises an inorganic base and an amine compound; and B) carrying out medium-temperature cracking on the ester compound, and carrying out vacuum distillation to obtain the Nvinyl alkylamide. Research finds that inorganic base and amine compounds are adopted as catalysts at the same time, so that the dosage of a basic catalyst required by reaction of Nhydroxyethyl alkylamide and anhydride can be remarkably reduced, the temperature required by subsequent cracking reaction is reduced, a reaction system tends to bemilder, and the reaction yield is improved. The yield and the purity of a reaction product can be remarkably improved while the energy consumption is reduced.

SYNTHESIS OF 1-HYDROXYETHYL FORMAMIDES AND N-VINYL FORMAMIDES

-

Paragraph 0133; 0134, (2018/03/25)

Processes and systems for producing N-vinyl carboxylic acid amides are provided herein. According to some aspects of the present invention, a process for producing an N-vinyl carboxylic acid amide is described that eliminates interim solids handling steps during formation of the intermediate compounds, thereby increasing efficiency and reducing cost. The processes and system described herein may be used for the synthesis of N-vinylformamide and its intermediates, including 1-hydroxyethylformamide and 1- alkoxyethylformamide, or for the synthesis of N-methyl,N-vinylformamide and its intermediates, including N-methyl,1-hydroxyethylformamide and N- methyl,1alkoxyethylformamide.

N-vinyl amide and used in the production of hydroxylapatite

-

Paragraph 0053, (2016/12/26)

PROBLEM TO BE SOLVED: To provide a method for producing an N-vinylamide which attains extremely high conversion and selectivity in the production of an N-vinylamide by dealcoholation reaction of N-(α-alkoxyalkyl)amide, and a catalyst used in the method.SOLUTION: According to the method, an N-vinylamide is produced by subjecting N-(α-alkoxyalkyl)amide to dealcoholation reaction in the presence of a surface-modified apatite catalyst prepared by surface-modifying an apatite represented by general formula (1) with a phosphoric acid compound. (In the formula, M is at least one member selected from the group consisting of Mg, Ca, Sr, Ba, Pb, Mn and Cd; Z is at least one member selected from the group consisting of P, As and Sb; X is at least one member selected from the group consisting of OH, F, Cl, Br, I and At; and 0≤y1).

PROCESS FOR THE PREPARATION OF N-VINYLCARBOXAMIDES

-

Page/Page column 3-4, (2011/10/13)

Process for the preparation of N-vinylcarboxamides by pyrolysis of a compound of the formula [in-line-formulae]CH3—CH(CN)—N(R)—CO—R1 ??(I),[/in-line-formulae]in which R and R1 are H or C1- to C6-alkyl,in the presence of solids which are doped with alkali metal or alkaline earth metal ions, under reduced pressure at a temperature of from 330 to 750° C. with elimination of hydrogen cyanide, cooling, separation and isolation of the reaction products, a solid arranged in a tubular reactor being treated at a temperature in the range from 0 to 250° C. with a solution of an alkali metal and/or alkaline earth metal base, the solution being discharged, the remaining solvent which adheres to the catalyst thus obtainbale being evaporated and said catalyst then being heated to a temperature of at least 380° C. for activation.

PROCESS FOR ALKENYLATING CARBOXAMIDES

-

Page/Page column 7, (2009/05/28)

The present invention relates to a process for preparing N-(1-alkenyl)carboxamides of the formula I, which comprises reacting a carboxamide of the formula II with an alkyne of the formula III in the presence of a catalyst selected from among carbonyl complexes, halides and oxides of rhenium, manganese, tungsten, molybdenum, chromium and iron.

METHOD FOR PURIFYING POLAR VINYL COMPOUNDS

-

Page/Page column 11-12, (2008/06/13)

Disclosed is a method for purifying an open-chain N-vinyl compound by means of a crystallization process in a crystallizer in which crystallization is performed from a melt of a mixture containing an open-chain N-vinyl compound at a pressure ranging from 10-3 to 400 bar.

Synthesis of N-vinyl formamide

-

, (2008/06/13)

A process to produce N-vinylformamide includes the steps of: reacting hydroxyethyl formamide with a reactant comprising at least one cyclic anhydride group to form an ester, and dissociating the ester via heat in a thin film evaporation to synthesize N-vinylformamide and a compound comprising at least one diacid group, the N-vinylformamide separating from the diacid during the thin film evaporation. The reactant including at least one cyclic anhydride group can, for example, be succinic anhydride, maleic anhydride, phthalic anhydride, (2-docecen-1-yl)succinic anhydride, exo-3,6-epoxy-1,2,3,6 -tetrahydrophthalic anhydride or a polymer including at least one cyclic anhydride group. A process to produce N-vinylformamide comprises the steps of: mixing acetaldehyde, formamide and a source of anhydride in a single reaction vessel, reacting the acetaldehyde, formamide and the source of anhydride in the reaction vessel under pressure, dissociating an ester formed by a reaction between the source of anhydride and hydroxyethyl formamide formed in the reaction vessel to synthesize N-vinylformamide and a compound comprising at least one diacid group.

Methods of making and using surfactant polymers

-

Page/Page column 4; sheet 1, (2010/02/10)

Comblike, surfactant polymers for changing the surface properties of biomaterials are provided. Such surfactant polymers comprise a polymeric backbone of repeating monomeric units having functional groups for coupling with side chains, a plurality of hydrophobic side chains linked to said backbone via the functional groups, and a plurality of hydrophilic side chains linked to said backbone via the functional groups. The hydrophobic side chains comprise an alkyl group comprising from 2 to 18 methylene groups. The alkyl groups are linked to the polymeric backbone through ester linkages, secondary amine linkages, or, preferably, amide linkages. The hydrophilic side chain is selected from the group consisting of: a neutral oligosaccharide, which, preferably, has weight average molecular weight of less than 7000; a charged oligosaccharide, preferably a negatively charged oligosaccharide having a weight average molecular weight of less than 10,000; an oligopeptide of from about 3 to about 30 amino acid residues, said oligopeptide having an amino acid sequence which interacts with protein receptors on the surface of cells; and combinations thereof. Methods of making the surfactant polymers and using the surfactant polymers to alter the surface properties of a biomaterial are also provided.

SYNTHESIS OF N-VINYL FORMAMIDE

-

Page 1/6-2/6, (2008/06/13)

A process to produce N-vinylformamide includes the steps o£ reacting hydroxyethyl formamide with a reactant including at least one cyclic anhydride group to form an ester, and dissociating (or cracking) the ester to synthesize N-vinylformamide and a compound including at least one diacid group. The ester can be dissociated using heat. The reactant including at least one cyclic anhydride group can, for example, be succinic anhydride, maleic anhydride, phthalic anhydride, a polymer including at least one cyclic anhydride group, or a solid support to which at least one cyclic anhydride group is covalently tethered. Preferably, the cyclic anhydride is regenerated from the diacid formed in the synthesis of the ester by heating the diacid to dehydrate the diacid. The temperature required to dehydrate diacid groups is preferably higher than the temperature use to dissociate the ester.

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