IL24871A - Process for forming dyeable,flame resistant acrylonitrile interpolymers - Google Patents

Process for forming dyeable,flame resistant acrylonitrile interpolymers

Info

Publication number: IL24871A
Authority: IL; Israel
Prior art keywords: percent; weight; acrylonitrile; polymer; flame
Prior art date: 1964-12-31

Application number

IL2487165A

Other languages

English (en)

Original Assignee

Monsanto Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1964-12-31

Filing date

1965-12-26

Publication date

1969-12-31

1965-12-26 Application filed by Monsanto Co filed Critical Monsanto Co

1969-12-31 Publication of IL24871A publication Critical patent/IL24871A/en

Links

238000000034 method Methods 0.000 title claims description 16
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title description 18
230000008569 process Effects 0.000 title description 4
239000000178 monomer Substances 0.000 claims description 36
229920000642 polymer Polymers 0.000 claims description 29
239000002253 acid Substances 0.000 claims description 22
150000003839 salts Chemical class 0.000 claims description 22
238000006116 polymerization reaction Methods 0.000 claims description 16
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 14
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 12
229910052708 sodium Inorganic materials 0.000 claims description 12
239000011734 sodium Substances 0.000 claims description 12
239000000203 mixture Substances 0.000 claims description 11
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 10
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 6
229910052700 potassium Inorganic materials 0.000 claims description 6
239000011591 potassium Substances 0.000 claims description 6
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
229920002554 vinyl polymer Polymers 0.000 claims description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
150000003254 radicals Chemical class 0.000 claims description 2
230000000977 initiatory effect Effects 0.000 claims 1
239000004753 textile Substances 0.000 claims 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 16
229920001577 copolymer Polymers 0.000 description 15
239000000835 fiber Substances 0.000 description 15
239000000981 basic dye Substances 0.000 description 14
239000000975 dye Substances 0.000 description 14
239000000243 solution Substances 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
239000003054 catalyst Substances 0.000 description 8
229920002239 polyacrylonitrile Polymers 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 6
-1 for example Substances 0.000 description 6
150000001875 compounds Chemical class 0.000 description 4
229920006029 tetra-polymer Polymers 0.000 description 4
239000012190 activator Substances 0.000 description 3
230000008901 benefit Effects 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
239000011521 glass Substances 0.000 description 3
230000000704 physical effect Effects 0.000 description 3
OGNVQLDIPUXYDH-ZPKKHLQPSA-N (2R,3R,4S)-3-(2-methylpropanoylamino)-4-(4-phenyltriazol-1-yl)-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid Chemical class CC(C)C(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(O)=O)=C[C@@H]1N1N=NC(C=2C=CC=CC=2)=C1 OGNVQLDIPUXYDH-ZPKKHLQPSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical class OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
239000000980 acid dye Substances 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
239000012736 aqueous medium Substances 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
230000008859 change Effects 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
238000010348 incorporation Methods 0.000 description 2
229910052744 lithium Inorganic materials 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
150000004965 peroxy acids Chemical class 0.000 description 2
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
239000000344 soap Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
229920001897 terpolymer Polymers 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
238000009827 uniform distribution Methods 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical class ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 description 1
MHOFGBJTSNWTDT-UHFFFAOYSA-M 2-[n-ethyl-4-[(6-methoxy-3-methyl-1,3-benzothiazol-3-ium-2-yl)diazenyl]anilino]ethanol;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC(N(CCO)CC)=CC=C1N=NC1=[N+](C)C2=CC=C(OC)C=C2S1 MHOFGBJTSNWTDT-UHFFFAOYSA-M 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000006978 adaptation Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
239000010775 animal oil Substances 0.000 description 1
ZETCGWYACBNPIH-UHFFFAOYSA-N azane;sulfurous acid Chemical class N.OS(O)=O ZETCGWYACBNPIH-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000012662 bulk polymerization Methods 0.000 description 1
229910052792 caesium Inorganic materials 0.000 description 1
TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
238000011437 continuous method Methods 0.000 description 1
230000007547 defect Effects 0.000 description 1
230000002950 deficient Effects 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
229940113088 dimethylacetamide Drugs 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
238000007720 emulsion polymerization reaction Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000004744 fabric Substances 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
238000007380 fibre production Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000010528 free radical solution polymerization reaction Methods 0.000 description 1
230000009477 glass transition Effects 0.000 description 1
230000005484 gravity Effects 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
239000012535 impurity Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
229920002521 macromolecule Polymers 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
OMEMQVZNTDHENJ-UHFFFAOYSA-N n-methyldodecan-1-amine Chemical class CCCCCCCCCCCCNC OMEMQVZNTDHENJ-UHFFFAOYSA-N 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229940114930 potassium stearate Drugs 0.000 description 1
ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000002265 redox agent Substances 0.000 description 1
230000009467 reduction Effects 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
230000000979 retarding effect Effects 0.000 description 1
XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
229910052701 rubidium Inorganic materials 0.000 description 1
IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
239000002002 slurry Substances 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229960001922 sodium perborate Drugs 0.000 description 1
PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical class [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical class [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
238000010557 suspension polymerization reaction Methods 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
239000012209 synthetic fiber Substances 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/42—Nitriles
- C08F220/44—Acrylonitrile
- C08F220/46—Acrylonitrile with carboxylic acids, sulfonic acids or salts thereof

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

IL2487165A 1964-12-31 1965-12-26 Process for forming dyeable,flame resistant acrylonitrile interpolymers IL24871A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US42256664A	1964-12-31	1964-12-31

Publications (1)

Publication Number	Publication Date
IL24871A true IL24871A (en)	1969-12-31

Family

ID=23675436

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL2487165A IL24871A (en)	1964-12-31	1965-12-26	Process for forming dyeable,flame resistant acrylonitrile interpolymers

Country Status (8)

Country	Link
BE (1)	BE674641A (fr)
CH (1)	CH460352A (fr)
DE (1)	DE1595026A1 (fr)
FR (1)	FR1462670A (fr)
GB (1)	GB1130000A (fr)
IL (1)	IL24871A (fr)
LU (1)	LU50167A1 (fr)
NL (2)	NL6517190A (fr)

0
- NL NL127631D patent/NL127631C/xx active
1965
- 1965-12-26 IL IL2487165A patent/IL24871A/en unknown
- 1965-12-29 LU LU50167A patent/LU50167A1/xx unknown
- 1965-12-30 NL NL6517190A patent/NL6517190A/xx unknown
- 1965-12-30 DE DE19651595026 patent/DE1595026A1/de active Pending
- 1965-12-30 GB GB5528465A patent/GB1130000A/en not_active Expired
- 1965-12-30 CH CH1809665A patent/CH460352A/fr unknown
- 1965-12-31 BE BE674641D patent/BE674641A/xx unknown
- 1965-12-31 FR FR44533A patent/FR1462670A/fr not_active Expired

Also Published As

Publication number	Publication date
DE1595026A1 (de)	1970-04-02
CH460352A (fr)	1968-07-31
GB1130000A (en)	1968-10-09
BE674641A (fr)	1966-06-30
LU50167A1 (fr)	1966-06-29
FR1462670A (fr)	1966-12-16
NL6517190A (fr)	1966-07-04
NL127631C (fr)

Publication	Publication Date	Title
US3065212A (en)	1962-11-20	Polymerization of acrylonitrile
DE1149905B (de)	1963-06-06	Verfahren zur Polymerisation von Vinylmonomeren
US3238276A (en)	1966-03-01	Dyeable blends of unsaturated sulfine polymers with acrylonitrile polymers
US2749325A (en)	1956-06-05	Acrylonitrile polymer blends and process of producing them
US2974123A (en)	1961-03-07	Process for preparing acrylonitrile polymers
US3344127A (en)	1967-09-26	Dyeable polymers of acrylonitrile with p-acrylamidobenzoic acids or salts thereof
US2635092A (en)	1953-04-14	Copolymers of acrylonitrile and an allyl or methallyl ester of a monohalogen substituted, saturated, aliphatic, monocarboxylic acid
US3736304A (en)	1973-05-29	Production of polymers comprising acrylonitrile and a tertiary amino alkyl ester of an unsaturated acid
IL24871A (en)	1969-12-31	Process for forming dyeable,flame resistant acrylonitrile interpolymers
US2977341A (en)	1961-03-28	Polymers of vinyl pyridinium betaines
US2671072A (en)	1954-03-02	Dye-receptive acrylonitrile polymers
US3376276A (en)	1968-04-02	Low shrinkage modacrylic interpolymer
US3379699A (en)	1968-04-23	Dyeable, flame resistant tetrapolymer
US3213069A (en)	1965-10-19	Process for the production of acrylonitrile polymers using a catalyst system of nitric acid and sulfur dioxide
US3310535A (en)	1967-03-21	Acrylonitrile tetrapolymers, process for preparing same and fibers thereof
US2572561A (en)	1951-10-23	Copolymers of acrylonitrile and quaternary ammonium salts containing polymerizable allyl or methallyl substituents
US3366711A (en)	1968-01-30	Polymers for acrylic fibers having improved dyeability
US2775567A (en)	1956-12-25	Method of preparing dyeable copolymers
US3580878A (en)	1971-05-25	Flame-resistant acrylonitrile copolymers with high receptivity to acid dyes
US2867602A (en)	1959-01-06	Dye receptive fiber forming acrylonitrile polymer containing 2-alkyleneoxy substituted imidazolines and blends thereof with acrylonitrile polymer
US2643992A (en)	1953-06-30	Fiber-forming polmers
US2637620A (en)	1953-05-05	Method of dyeing an acrylonitrile copolymer with acid dyes and thiourea
US4604428A (en)	1986-08-05	Method of producing a flame-retardant acrylic polymer
US3053789A (en)	1962-09-11	Solutions of acrylonitrile polymers in phenolsulfonic acids
US2949444A (en)	1960-08-16	Interpolymers of acrylonitrile and 1-vinylimidazoles