GB1231952A

GB1231952A – – Google Patents

GB1231952A – – Google Patents

Info

Publication number
GB1231952A

GB1231952A
GB2815369A
GB2815369A
GB1231952A
GB 1231952 A
GB1231952 A
GB 1231952A
GB 2815369 A
GB2815369 A
GB 2815369A
GB 2815369 A
GB2815369 A
GB 2815369A
GB 1231952 A
GB1231952 A
GB 1231952A
Authority
GB
United Kingdom
Prior art keywords
reaction
prepared
compound
hydrogen
group
Prior art date
1969-06-03
Legal status (The legal status 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 status listed.)

Expired

Application number
GB2815369A
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.)
1969-06-03
Filing date
1969-06-04
Publication date
1971-05-12

1969-06-04
Application filed
filed
Critical

1971-05-12
Publication of GB1231952A
publication
Critical
patent/GB1231952A/en

Status
Expired
legal-status
Critical
Current

Links

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Global Dossier

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Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups

C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton

C07C323/24—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton

C07C323/25—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups

C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms

C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton

C07C275/08—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by halogen atoms, or by nitro or nitroso groups

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups

C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms

C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton

C07C275/14—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups

C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms

C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton

C07C311/03—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups

C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms

C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton

C07C311/03—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms

C07C311/05—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms to acyclic carbon atoms of hydrocarbon radicals substituted by nitrogen atoms, not being part of nitro or nitroso groups

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C317/00—Sulfones; Sulfoxides

C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton

C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton

C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring

C07C317/38—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atom of at least one amino group being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfones

C07C317/42—Y being a hetero atom

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups

C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton

C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom

C07C323/43—Y being a hetero atom

C07C323/44—X or Y being nitrogen atoms

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings

C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member

C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms

C07D233/30—Oxygen or sulfur atoms

C07D233/32—One oxygen atom

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings

C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member

C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms

C07D233/30—Oxygen or sulfur atoms

C07D233/32—One oxygen atom

C07D233/36—One oxygen atom with hydrocarbon radicals, substituted by nitrogen atoms, attached to ring nitrogen atoms

D—TEXTILES; PAPER

D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR

D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS

D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment

D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus

D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur

D06M13/252—Mercaptans, thiophenols, sulfides or polysulfides, e.g. mercapto acetic acid; Sulfonium compounds

D—TEXTILES; PAPER

D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR

D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS

D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment

D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen

D06M13/402—Amides imides, sulfamic acids

D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides

D—TEXTILES; PAPER

D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR

D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS

D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment

D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds

D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds

D06M15/39—Aldehyde resins; Ketone resins; Polyacetals

D06M15/423—Amino-aldehyde resins

D06M15/437—Amino-aldehyde resins containing fluorine

Abstract

1,231,952. Perfluoroalkyl ureas. FMC CORP. 4 June, 1969, No. 28153/69. Heading C2C. [Also in Division D1] Novel compounds of formula in which R f is a C 4-16 perfluoroalkyl group, Y is a C 2-12 alkylene group or a C 2-60 alkylene group interrupted by -O-, -S-, -SO-, -SO 2 -, -SONR1-, -CONR1-, -COO- or -NR1-, R1 being hydrogen, C 1-4 alkyl or ureido, R 1 and R 2 are hydrogen, C 1-4 alkyl or in combination complete an imidazolidine or hexahydropyrimidine ring and R is hydrogen, C 1-4 alkyl or a group R f -Y-, there being at least one urea nitrogen atom with hydrogen bonded thereto and hydroxymethylated and C 1-4 alkoxymethylated derivatives thereof, are prepared by (a) reaction of an amine R f -YNHR 1 with phosgene, a carbamoyl chloride, an isocyanate or urea, (b) formation of a sulphonamide group in Y by reaction of a sulphonyl halide with a ureido-containing amine, (c) reaction of a compound R f I with allyl urea to give a compound R f CH 2 CHICH 2 – NHCONH 2 , followed by deiodination by catalytic hydrogenation, or (d) methylolation and etherification. The compounds of the invention have oil- and water-proofing properties (see (Division D1). The compounds C 8 F 17 CH 2 CH 2 NHC 4 H 9 and C 8 F 17 CH 2 CH 2 NHCH 2 CH 2 NH 2 are prepared by reaction of C 8 F 17 CH 2 CH 2 I with the appropriate amine. The compound C 8 F 17 CH 2 CH 2 SCH 2 CH 2 NH 2 is prepared by reaction of C 8 F 17 CH 2 CH 2 SH with #-chloro-ethylamine. The compound C 8 F 17 CH 2 CH 2 SO 2 NHCH 2 CH 2 – NH 2 is prepared by reaction of C 8 F 17 CH 2 CH 2 I with thiourea followed by chlorination to give C 8 F 17 CH 2 CH 2 SO 2 Cl, and reacting this with ethylene diamine.

GB2815369A
1969-06-03
1969-06-04

Expired

GB1231952A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

NL6908449A

NL6908449A
(en)

1969-06-03
1969-06-03

Publications (1)

Publication Number
Publication Date

GB1231952A
true

GB1231952A
(en)

1971-05-12

Family
ID=19807090
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB2815369A
Expired

GB1231952A
(en)

1969-06-03
1969-06-04

Country Status (5)

Country
Link

BE
(1)

BE734175A
(en)

CH
(2)

CH868269A4
(en)

FR
(1)

FR2049489A5
(en)

GB
(1)

GB1231952A
(en)

NL
(1)

NL6908449A
(en)

Cited By (5)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3978123A
(en)

1973-07-12
1976-08-31
Chevron Research Company
Herbicidal n-alkylsulfoxymethyl-and-n-alkylsulfonyl-methyl-n-aryl

US4149979A
(en)

*

1977-07-02
1979-04-17
Cassella Aktiengesellschaft
Conditioning and water-repellent agents for cellulose-containing textiles and leather

EP0242986A1
(en)

*

1986-03-20
1987-10-28
Imperial Chemical Industries Plc
Fluorinated organic nitrogen compounds

US7968669B2
(en)

2008-05-16
2011-06-28
E.I. Du Pont De Nemours And Company
Fluoropolymer compositions and treated substrates

US8153846B2
(en)

*

2007-12-03
2012-04-10
E.I. Du Pont De Nemours And Company
Sulfur containing fluoroalkyl amines and isocyanates

Families Citing this family (3)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

FR2588555B1
(en)

*

1985-10-16
1987-12-11
Atochem

FLUORINATED ACRYLIC MONOMERS, DERIVATIVE POLYMERS THEREOF, AND THEIR APPLICATION TO WATER-REPELLENT AND WATER-REPELLENT TREATMENT OF VARIOUS SUBSTRATES

FR2590895B1
(en)

*

1985-12-03
1988-01-15
Atochem

FLUORINATED ACRYLIC MONOMERS, DERIVATIVE POLYMERS AND THEIR APPLICATION AS HYDROPHOBIC AND OLEOPHOBIC AGENTS

US5144056A
(en)

*

1985-12-03
1992-09-01
Atochem
Fluorinated acrylic monomers as hydrophobic and oleophobic agents

1969

1969-06-03
NL
NL6908449A
patent/NL6908449A/xx
unknown

1969-06-04
GB
GB2815369A
patent/GB1231952A/en
not_active
Expired

1969-06-06
CH
CH868269D
patent/CH868269A4/xx
unknown

1969-06-06
CH
CH868269A
patent/CH512624A/en
not_active
IP Right Cessation

1969-06-06
BE
BE734175A
patent/BE734175A/xx
unknown

1969-06-11
FR
FR6919351A
patent/FR2049489A5/fr
not_active
Expired

Cited By (6)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3978123A
(en)

1973-07-12
1976-08-31
Chevron Research Company
Herbicidal n-alkylsulfoxymethyl-and-n-alkylsulfonyl-methyl-n-aryl

US4149979A
(en)

*

1977-07-02
1979-04-17
Cassella Aktiengesellschaft
Conditioning and water-repellent agents for cellulose-containing textiles and leather

EP0242986A1
(en)

*

1986-03-20
1987-10-28
Imperial Chemical Industries Plc
Fluorinated organic nitrogen compounds

US8153846B2
(en)

*

2007-12-03
2012-04-10
E.I. Du Pont De Nemours And Company
Sulfur containing fluoroalkyl amines and isocyanates

US7968669B2
(en)

2008-05-16
2011-06-28
E.I. Du Pont De Nemours And Company
Fluoropolymer compositions and treated substrates

US8128711B2
(en)

2008-05-16
2012-03-06
E. I. Du Pont De Nemours And Company
Fluoropolymer compositions and treated substrates

Also Published As

Publication number
Publication date

CH512624A
(en)

1971-09-15

BE734175A
(en)

1969-11-17

CH868269A4
(en)

1971-05-28

FR2049489A5
(en)

1971-03-26

NL6908449A
(en)

1970-12-07

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Legal Events

Date
Code
Title
Description

1971-09-22
PS
Patent sealed

1975-01-02
PLNP
Patent lapsed through nonpayment of renewal fees

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