GB1442725A - Polycondensation products - Google Patents
Polycondensation productsInfo
- Publication number
- GB1442725A GB1442725A GB657974A GB657974A GB1442725A GB 1442725 A GB1442725 A GB 1442725A GB 657974 A GB657974 A GB 657974A GB 657974 A GB657974 A GB 657974A GB 1442725 A GB1442725 A GB 1442725A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyesters
- trioxabicyclo
- phospha
- octane
- ethyl
- Prior art date
- 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
Links
- 238000006068 polycondensation reaction Methods 0.000 title 1
- 229920000728 polyester Polymers 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 2
- 229930195729 fatty acid Natural products 0.000 abstract 2
- 239000000194 fatty acid Substances 0.000 abstract 2
- 150000004665 fatty acids Chemical class 0.000 abstract 2
- 235000021388 linseed oil Nutrition 0.000 abstract 2
- 239000000944 linseed oil Substances 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- 229920006305 unsaturated polyester Polymers 0.000 abstract 2
- DJKGDNKYTKCJKD-BPOCMEKLSA-N (1s,4r,5s,6r)-1,2,3,4,7,7-hexachlorobicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid Chemical compound ClC1=C(Cl)[C@]2(Cl)[C@H](C(=O)O)[C@H](C(O)=O)[C@@]1(Cl)C2(Cl)Cl DJKGDNKYTKCJKD-BPOCMEKLSA-N 0.000 abstract 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- FLDNLCFUODLLAK-UHFFFAOYSA-N 3-ethyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane Chemical compound C(C)C1OP2OCC1CO2 FLDNLCFUODLLAK-UHFFFAOYSA-N 0.000 abstract 1
- ADCKENYSGHUFNB-UHFFFAOYSA-N 4-ethyl-3-methyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane Chemical compound CC1OP2OCC1(CO2)CC ADCKENYSGHUFNB-UHFFFAOYSA-N 0.000 abstract 1
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 abstract 1
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- 235000013772 propylene glycol Nutrition 0.000 abstract 1
- QRUSNTDXJQBKBI-UHFFFAOYSA-N trimethylolpropane phosphite Chemical compound C1OP2OCC1(CC)CO2 QRUSNTDXJQBKBI-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/692—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus
- C08G63/6924—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus derived from polycarboxylic acids and polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/6574—Esters of oxyacids of phosphorus
- C07F9/65748—Esters of oxyacids of phosphorus the cyclic phosphorus atom belonging to more than one ring system
-
- 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
- C08G59/68—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 catalysts used
- C08G59/688—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 catalysts used containing phosphorus
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
1442725 Phosphorus containing polyesters HOECHST AG 13 Feb 1974 [14 Feb 1973] 6579/74 Headings C3R and C3P Oil-modified and unsaturated polyesters are prepared in the presence of, as catalyst, a compound of the formula in which R 1 is H or methyl and R 2 is C 1-10 alkyl, or the reaction product of the above compounds with a carboxyl-group containing compound. The catalysts are chemically built into the polyesters and preferably give polyesters having a phosphorus content of from 0À002 to 0À7% by weight. The examples describe preparing polyesters from (a) phthalic anhydride, pentaerythritol, benzoic acid and (i) soyaÀ oil fatty acids and p-tert-butyl benzoic acid, (ii) linseed oil fatty acids or (iii) linseed oil and glycerine, and (b) maleic anhydride, phthalic anhydride, 1,2-propanediol and hexachloro-endo-methylene-tetrahydrophthalic acid, using the following catalysts: 4-methyl or ethyl - 1 - phospha - 2,6,7 - trioxabicyclo[2,2,2]- octane, 3 - methyl - 4 - ethyl - 1 - phospha- 2,6,7 - trioxabicyclo[2,2,2]octane and the reaction product of sucoinic acid and 4-ethyl-1- phospha-2,6,7-trioxabicyclo[2,2,2]octane. The unsaturated polyesters prepared in (b) above are mixed with styrene and cured.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2307088A DE2307088C2 (en) | 1973-02-14 | 1973-02-14 | Process for the preparation of polycondensation products containing ester groups and having improved properties |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1442725A true GB1442725A (en) | 1976-07-14 |
Family
ID=5871800
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB657974A Expired GB1442725A (en) | 1973-02-14 | 1974-02-13 | Polycondensation products |
Country Status (8)
Country | Link |
---|---|
JP (1) | JPS53996B2 (en) |
AT (1) | AT341224B (en) |
BR (1) | BR7401048D0 (en) |
DE (1) | DE2307088C2 (en) |
FR (1) | FR2217367B3 (en) |
GB (1) | GB1442725A (en) |
IT (1) | IT1006351B (en) |
ZA (1) | ZA74879B (en) |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB588833A (en) * | 1943-10-15 | 1947-06-04 | Resinous Prod & Chemical Co | Preparation of linear polyesters |
FR1491505A (en) * | 1966-06-30 | 1967-08-11 | Melle Usines Sa | Manufacturing process for low-colored polyesters |
-
1973
- 1973-02-14 DE DE2307088A patent/DE2307088C2/en not_active Expired
-
1974
- 1974-02-11 ZA ZA00740879A patent/ZA74879B/en unknown
- 1974-02-11 IT IT20464/74A patent/IT1006351B/en active
- 1974-02-13 JP JP1688574A patent/JPS53996B2/ja not_active Expired
- 1974-02-13 GB GB657974A patent/GB1442725A/en not_active Expired
- 1974-02-13 BR BR1048/74A patent/BR7401048D0/en unknown
- 1974-02-13 AT AT114374A patent/AT341224B/en not_active IP Right Cessation
- 1974-02-13 FR FR7404800A patent/FR2217367B3/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
JPS53996B2 (en) | 1978-01-13 |
AT341224B (en) | 1978-01-25 |
DE2307088C2 (en) | 1983-06-09 |
ATA114374A (en) | 1977-05-15 |
DE2307088A1 (en) | 1974-08-22 |
ZA74879B (en) | 1975-01-29 |
JPS49116194A (en) | 1974-11-06 |
IT1006351B (en) | 1976-09-30 |
FR2217367B3 (en) | 1976-11-26 |
FR2217367A1 (en) | 1974-09-06 |
BR7401048D0 (en) | 1974-09-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |