GB712408A - Improvements in or relating to polyisocyanate modified polyester resins - Google Patents
Improvements in or relating to polyisocyanate modified polyester resinsInfo
- Publication number
- GB712408A GB712408A GB12288/51A GB1228851A GB712408A GB 712408 A GB712408 A GB 712408A GB 12288/51 A GB12288/51 A GB 12288/51A GB 1228851 A GB1228851 A GB 1228851A GB 712408 A GB712408 A GB 712408A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyester
- fibres
- acid
- polyisocyanate
- reacting
- 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
- 229920001228 polyisocyanate Polymers 0.000 title abstract 5
- 239000005056 polyisocyanate Substances 0.000 title abstract 5
- 229920001225 polyester resin Polymers 0.000 title abstract 2
- 239000004645 polyester resin Substances 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 6
- 229920000728 polyester Polymers 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 3
- 239000006260 foam Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- AIJULSRZWUXGPQ-UHFFFAOYSA-N Methylglyoxal Chemical compound CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 abstract 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 abstract 2
- -1 adipic Chemical class 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- PYLMCYQHBRSDND-SOFGYWHQSA-N (E)-2-ethyl-2-hexenal Chemical compound CCC\C=C(/CC)C=O PYLMCYQHBRSDND-SOFGYWHQSA-N 0.000 abstract 1
- ADCZFIUBVFOGIT-SQQVDAMQSA-N (e)-but-2-enal;prop-2-enal Chemical compound C=CC=O.C\C=C\C=O ADCZFIUBVFOGIT-SQQVDAMQSA-N 0.000 abstract 1
- UNNGUFMVYQJGTD-UHFFFAOYSA-N 2-Ethylbutanal Chemical compound CCC(CC)C=O UNNGUFMVYQJGTD-UHFFFAOYSA-N 0.000 abstract 1
- LGYNIFWIKSEESD-UHFFFAOYSA-N 2-ethylhexanal Chemical compound CCCCC(CC)C=O LGYNIFWIKSEESD-UHFFFAOYSA-N 0.000 abstract 1
- 239000004135 Bone phosphate Substances 0.000 abstract 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 229930195725 Mannitol Natural products 0.000 abstract 1
- 239000004677 Nylon Substances 0.000 abstract 1
- 241000283973 Oryctolagus cuniculus Species 0.000 abstract 1
- 239000002202 Polyethylene glycol Substances 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 125000003368 amide group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005018 casein Substances 0.000 abstract 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 abstract 1
- 235000021240 caseins Nutrition 0.000 abstract 1
- 150000002009 diols Chemical class 0.000 abstract 1
- 239000000835 fiber Substances 0.000 abstract 1
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract 1
- 229940015043 glyoxal Drugs 0.000 abstract 1
- 210000004209 hair Anatomy 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- KCWDJXPPZHMEIK-UHFFFAOYSA-N isocyanic acid;toluene Chemical compound N=C=O.N=C=O.CC1=CC=CC=C1 KCWDJXPPZHMEIK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000594 mannitol Substances 0.000 abstract 1
- 235000010355 mannitol Nutrition 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- 229920001778 nylon Polymers 0.000 abstract 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical group C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 abstract 1
- 239000000600 sorbitol Substances 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 abstract 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0085—Use of fibrous compounding ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
- C08J2375/06—Polyurethanes from polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
A reinforced resin or resin foam is made by reacting a mixture of a polyester resin and short organic fibres containing amide groups with an organic polyisocyanate. Reaction is performed in an open vessel to produce a foam and under pressure to produce a dense foam or a solid resin. Specified fibres are nylon, wool, silk, rabbit hair and casein fibre. The fibres preferably have a length of 5 to 10 times their diameter and a length of 0.01-10.0 mm. The polyester is preferably derived by reacting (1) one or more dibasic acids, e.g. adipic, phthalic maleic, sebacic, methylenedisalicylic, tetrachlorophthalic, itaconic, oxalic or diglycolic and preferably a mixture of an aryl dibasic acid and an alkyl dibasic acid with (2) one or more aliphatic polyhydric alcohols, e.g. glycol or polyethylene glycol but preferably an alcohol containing three or more hydroxyl groups, e.g. glycerol, sorbitol, mannitol, pentaerythritol, trimethylolpropane or trimethylolethane. The polyester may also be prepared by reacting (1) a tribasic acid, e.g. tricarballylic, citric, camphorinic, aconitic or trimesic with (2) a diol, e.g. ethylene, diethylene- or propylene glycol. The length of the polyester chain may be controlled by modification with (1) a mono-basic acid, e.g. formic, acetic, propionic, butyric, valeric, caproic, enanthic, caprylic, pelargonic, capric, lauric, benzoic, lactic, sorbic or an unsaturated acid or with (2) an aldehyde e.g. formaldehyde, acetaldehyde, butyraldehyde, propionaldehyde, 2-ethylbutyraldehyde, 2-ethylhexaldehyde, glyoxal, pyruvicaldehyde, acrolein crotonaldehyde, 2-ethyl-3-propyl-acrolein, benzaldehyde or furfuraldehyde. Specified polyisocyanates are toluene di-isocyanate and methylene-bis-4-phenylisocyanate. Reaction between the polyisocyanate and polyester may be performed in presence of water, amines, alkalies, acetone or aluminium powder. In examples the polyester forming reactants are heated to 200 DEG C. whilst removing the water of reaction. The polyester is cooled to 160 DEG C. mixed with 1-400 per cent. of its weight of the fibres and cooled to room temperature. The polyisocyanate is then added and the mixture allowed to react or caused to react by gentle heating. The resulting products are cured by heating to 65-121 DEG C. over a period of hours.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US712408XA | 1951-01-27 | 1951-01-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB712408A true GB712408A (en) | 1954-07-21 |
Family
ID=22100128
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB12288/51A Expired GB712408A (en) | 1951-01-27 | 1951-05-25 | Improvements in or relating to polyisocyanate modified polyester resins |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB712408A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1005265B (en) * | 1955-12-10 | 1957-03-28 | Continental Gummi Werke Ag | Process for the production of molded articles from plastic waste on the basis of crosslinked polyester urethanes |
| DE1039744B (en) * | 1955-10-24 | 1958-09-25 | Bayer Ag | Process for the production of high molecular weight plastics |
| FR2341606A1 (en) * | 1976-02-19 | 1977-09-16 | Hoechst Ag | POLYURETHANE FOAMS CONTAINING FIBERS AND THEIR MANUFACTURE |
-
1951
- 1951-05-25 GB GB12288/51A patent/GB712408A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1039744B (en) * | 1955-10-24 | 1958-09-25 | Bayer Ag | Process for the production of high molecular weight plastics |
| DE1005265B (en) * | 1955-12-10 | 1957-03-28 | Continental Gummi Werke Ag | Process for the production of molded articles from plastic waste on the basis of crosslinked polyester urethanes |
| FR2341606A1 (en) * | 1976-02-19 | 1977-09-16 | Hoechst Ag | POLYURETHANE FOAMS CONTAINING FIBERS AND THEIR MANUFACTURE |
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