GB1070582A

GB1070582A – Halohydrin containing compounds and the preparation thereof
– Google Patents

GB1070582A – Halohydrin containing compounds and the preparation thereof
– Google Patents
Halohydrin containing compounds and the preparation thereof

Info

Publication number
GB1070582A

GB1070582A
GB16759/64A
GB1675964A
GB1070582A
GB 1070582 A
GB1070582 A
GB 1070582A
GB 16759/64 A
GB16759/64 A
GB 16759/64A
GB 1675964 A
GB1675964 A
GB 1675964A
GB 1070582 A
GB1070582 A
GB 1070582A
Authority
GB
United Kingdom
Prior art keywords
halohydrin
poly
haloalkylurethano
gms
beta
Prior art date
1963-04-23
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
GB16759/64A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Individual

Original Assignee
Individual
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.)
1963-04-23
Filing date
1964-04-22
Publication date
1967-06-01

1964-04-22
Application filed by Individual
filed
Critical
Individual

1967-06-01
Publication of GB1070582A
publication
Critical
patent/GB1070582A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms

C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings

C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

C08G18/00—Polymeric products of isocyanates or isothiocyanates

C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen

C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen

C08G18/30—Low-molecular-weight compounds

C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen

C08G18/3802—Low-molecular-weight compounds having heteroatoms other than oxygen having halogens

C08G18/3804—Polyhydroxy compounds

C08G18/3806—Polyhydroxy compounds having chlorine and/or bromine atoms

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

C08G18/00—Polymeric products of isocyanates or isothiocyanates

C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen

C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen

C08G18/40—High-molecular-weight compounds

C08G18/48—Polyethers

C08G18/50—Polyethers having heteroatoms other than oxygen

C08G18/5003—Polyethers having heteroatoms other than oxygen having halogens

C08G18/5006—Polyethers having heteroatoms other than oxygen having halogens having chlorine and/or bromine atoms

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups

C08G59/14—Polycondensates modified by chemical after-treatment

C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds

C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen

C08G59/145—Compounds containing one epoxy group

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups

C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing

C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used

C08G59/22—Di-epoxy compounds

C08G59/26—Di-epoxy compounds heterocyclic

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups

C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing

C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used

C08G59/22—Di-epoxy compounds

C08G59/28—Di-epoxy compounds containing acyclic nitrogen atoms

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups

C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing

C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used

C08G59/4007—Curing agents not provided for by the groups C08G59/42 – C08G59/66

C08G59/4014—Nitrogen containing compounds

C08G59/4028—Isocyanates; Thioisocyanates

C—CHEMISTRY; METALLURGY

C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON

C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients

C08K5/00—Use of organic ingredients

C08K5/16—Nitrogen-containing compounds

C08K5/34—Heterocyclic compounds having nitrogen in the ring

C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10S525/00—Synthetic resins or natural rubbers — part of the class 520 series

Y10S525/909—Polymer having a heterocyclic ring with at least three different elements within the ring

Abstract

12 gms. of phenylisocyanate was mixed with 41.5 gms. of isopropylidene bis[1-(p-phenyleneoxy)-3-chloro-2-propanol], methylene chloride and stannous octoate (catalyst) and allowed to stand for sixteen hours at room temperature. The resulting product was dehydrohalogenated to the epoxyoxazolidinone by adding NaOH in dioxan at 70-75 DEG C. The mixture was cooled, neutralized with CO2, filtered and dried, to obtain a viscous yellow syrup.ALSO:Poly – (beta – haloalkylurethano) halohydrin compounds are prepared by reacting an organic polyisocyanate with a poly-(halohydrin) in quantities providing 1.1-4.0 halohydrin groups per -NCO group. The term «beta-haloalkylurethano» refers to the radical where X is a halogen, the term «poly-(beta – haloalkylurethano) halohydrin» means compounds containing two or more halohydrin groups where X is a halogen and two or more beta-haloalkylurethano radicals. The isocyanate may be a compound containing two or more -NCO or -NCS radicals. The poly-(halohydrin) may be of formula where m is an integer between 2 and 5, X is a halogen and Z1 is a polyvalent organic radical or a covalent bond directly connecting two halohydrin moieties. The polyisocyanate is preferably tolylene diisocyanate and the poly-(halohydrin) is poly-(epichlorhydrin) or isopropylidene bis – [1 – (p – phenyleneoxy) – 3 – chloro – 2 – propanol]. The polyisocyanate may be the reaction product of tolylene diisocyanate and polypropylene glycol and the poly-(halohydrin), the adduct of epichlorohydrin with polyethylene glycol or trimethylolpropane. In a typical Example (6) an adduct of tolylene diisocyanate and polypropylene glycol was reacted with an adduct of epichlorhydrin and polypropylene glycol. The product was dehydrohalogenated with sodium hydroxide to yield an epoxyoxazolidinone which was dissolved in acetone and used as a plasticizer for a 1/1 ethyl acrylate/methyl methacrylate polymer dissolved in toluene. Epoxy oxazolidinones may also be used as plasticizers for polyvinyl chloride. In Example (3) an epoxy resin was prepared by dihydrohalogenating the reaction product of tolylene diisocyanate (17 gms.) and isopropylidene bis – [1 – (p – phenyleneoxy) – 3 – chloro – 2 – propanol] (85 gms.) with aqueous NaOH. The polyepoxides obtained by dehydrohalogenation of the halohydrins with alkali are cured with conventional curing agents for epoxy resins.

GB16759/64A
1963-04-23
1964-04-22
Halohydrin containing compounds and the preparation thereof

Expired

GB1070582A
(en)

Applications Claiming Priority (5)

Application Number
Priority Date
Filing Date
Title

US27492363A

1963-04-23
1963-04-23

US27492263A

1963-04-23
1963-04-23

US51515065A

1965-12-20
1965-12-20

US51514965A

1965-12-20
1965-12-20

US679276A

US3415901A
(en)

1963-04-23
1967-09-20
Epoxyoxazolidinones

Publications (1)

Publication Number
Publication Date

GB1070582A
true

GB1070582A
(en)

1967-06-01

Family
ID=27540587
Family Applications (2)

Application Number
Title
Priority Date
Filing Date

GB16758/64A
Expired

GB1070581A
(en)

1963-04-23
1964-04-22
Oxazolidinone compounds and their preparation

GB16759/64A
Expired

GB1070582A
(en)

1963-04-23
1964-04-22
Halohydrin containing compounds and the preparation thereof

Family Applications Before (1)

Application Number
Title
Priority Date
Filing Date

GB16758/64A
Expired

GB1070581A
(en)

1963-04-23
1964-04-22
Oxazolidinone compounds and their preparation

Country Status (5)

Country
Link

US
(3)

US3458527A
(en)

BE
(4)

BE646999A
(en)

DE
(1)

DE1495172A1
(en)

GB
(2)

GB1070581A
(en)

NL
(4)

NL6402808A
(en)

Families Citing this family (16)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3509231A
(en)

*

1967-08-21
1970-04-28
Dow Chemical Co
Oxazolidinones and thiazolidinones as latent catalysts for curing polyepoxide resins

US3484413A
(en)

*

1968-04-29
1969-12-16
Mobay Chemical Corp
Polyurethanes prepared from the cyclization product of a polyglycidyl carbamate

US3661632A
(en)

*

1968-06-17
1972-05-09
Commercial Solvents Corp
Process for binding pigments to textiles

US4401499A
(en)

*

1980-06-09
1983-08-30
Sumitomo Bakelite Company Limited
Crosslinked resin of epoxy compound and isocyanate and process for producing same

DE193685T1
(en)

*

1985-02-27
1986-12-18
Peintures Corona, Valenciennes

IMPLEMENTATION PRODUCTS OF POLYOXYALKYLENE POLYAMINES AND THEIR USE IN CATIONIC ELECTRO DIP COATING.

US4716204A
(en)

*

1985-08-09
1987-12-29
The Dow Chemical Company
Use, as latent cross-linkers for epoxy resins, of compounds which can be rearranged in situ to difunctional phenols

US4631331A
(en)

*

1985-08-09
1986-12-23
The Dow Chemical Company
Use, as latent cross-linkers for epoxy resins, of compounds which can be rearranged in situ to difunctional phenols

US4701512A
(en)

*

1985-10-29
1987-10-20
The Dow Chemical Company
Isocyanate adducts with benzoxazolones or benzoxazinediones and use thereof as latent chain extenders or cross-linkers for epoxides

US4631332A
(en)

*

1985-11-08
1986-12-23
The Dow Chemical Company
Use of benzo-n-heterocycles to advance epoxy resins

US5099026A
(en)

*

1986-09-12
1992-03-24
Crater Davis H
Fluorochemical oxazolidinones

CA2084455C
(en)

*

1991-12-06
1996-09-17
Toshiyuki Ishii
Hydrophilic resin containing oxazolidone rings and coating composition containing same

US5384367A
(en)

*

1993-04-19
1995-01-24
Ppg Industries, Inc.
Carbamate urea or urethane-functional epoxy acrylic with polyacid

KR20020021400A
(en)

*

2000-06-05
2002-03-20
나가세케무텍쿠스가부시키가이샤
Crosslinking agent for water-absorbing resin and water-absorbing material obtained with the same

JP5933707B2
(en)

*

2011-07-04
2016-06-15
ブルー キューブ アイピー エルエルシー

Thermosetting epoxy-based reinforcement adduct

WO2016128380A1
(en)

*

2015-02-13
2016-08-18
Covestro Deutschland Ag
Process for the synthesis of polyoxazolidinone compounds with high stability

CN106632946B
(en)

*

2017-01-03
2019-07-16
华南理工大学
Using diisocyanate as low-viscosity terminal hydroxy group resin of core and the preparation method and application thereof

Family Cites Families (10)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3023225A
(en)

*

1962-02-27

Xchxch

US2966496A
(en)

*

1955-01-08
1960-12-27
Basf Ag
Production of nu-vinyloxazolidone

US2860166A
(en)

*

1955-01-21
1958-11-11
Hooker Chemical Corp
N-chloro chlorobenzamide

US2786043A
(en)

*

1955-09-27
1957-03-19
American Cyanamid Co
Plasticized acrylonitrile compositions

US3020262A
(en)

*

1957-12-19
1962-02-06
Jefferson Chem Co Inc
Method for producing 2-oxazolidones from epoxides and isocyanates

BE576808A
(en)

*

1958-03-19

US2977370A
(en)

*

1959-04-13
1961-03-28
Du Pont
Production of 2-oxazolidones

US3102893A
(en)

*

1959-09-30
1963-09-03
Monsanto Chemicals
Polyether-substituted glycidyl ethers

NL274320A
(en)

*

1961-02-06

NL290500A
(en)

*

1962-03-23

1964

1964-03-17
NL
NL6402808A
patent/NL6402808A/xx
unknown

1964-03-17
NL
NL6402807A
patent/NL6402807A/xx
unknown

1964-04-22
DE
DE19641495172
patent/DE1495172A1/en
active
Pending

1964-04-22
GB
GB16758/64A
patent/GB1070581A/en
not_active
Expired

1964-04-22
GB
GB16759/64A
patent/GB1070582A/en
not_active
Expired

1964-04-23
BE
BE646999D
patent/BE646999A/xx
unknown

1964-04-23
BE
BE647000D
patent/BE647000A/xx
unknown

1965

1965-12-20
US
US515149A
patent/US3458527A/en
not_active
Expired – Lifetime

1965-12-20
US
US515150A
patent/US3454622A/en
not_active
Expired – Lifetime

1966

1966-12-02
NL
NL6617022A
patent/NL6617022A/xx
unknown

1966-12-02
NL
NL6617021A
patent/NL6617021A/xx
unknown

1966-12-07
BE
BE690805D
patent/BE690805A/xx
unknown

1966-12-07
BE
BE690806D
patent/BE690806A/xx
unknown

1967

1967-09-20
US
US679276A
patent/US3415901A/en
not_active
Expired – Lifetime

Also Published As

Publication number
Publication date

BE647000A
(en)

1964-10-23

GB1070581A
(en)

1967-06-01

US3415901A
(en)

1968-12-10

NL6617021A
(en)

1967-06-21

BE646999A
(en)

1964-10-23

US3454622A
(en)

1969-07-08

NL6402808A
(en)

1964-10-26

DE1495172A1
(en)

1969-03-06

US3458527A
(en)

1969-07-29

BE690805A
(en)

1967-06-07

NL6617022A
(en)

1967-06-21

NL6402807A
(en)

1964-10-26

BE690806A
(en)

1967-06-07

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