IE34828L - Preparing vesiculated cross-linked polyester resins - Google Patents
Preparing vesiculated cross-linked polyester resinsInfo
- Publication number
- IE34828L IE34828L IE701618A IE161870A IE34828L IE 34828 L IE34828 L IE 34828L IE 701618 A IE701618 A IE 701618A IE 161870 A IE161870 A IE 161870A IE 34828 L IE34828 L IE 34828L
- Authority
- IE
- Ireland
- Prior art keywords
- granules
- solution
- polyester resin
- polyester
- base
- Prior art date
Links
- 229920001225 polyester resin Polymers 0.000 title abstract 5
- 239000004645 polyester resin Substances 0.000 title abstract 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 6
- 239000008187 granular material Substances 0.000 abstract 6
- 239000000243 solution Substances 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 4
- 229920000728 polyester Polymers 0.000 abstract 4
- 239000000178 monomer Substances 0.000 abstract 3
- 239000003973 paint Substances 0.000 abstract 3
- 239000000049 pigment Substances 0.000 abstract 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-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
- 229910010413 TiO 2 Inorganic materials 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
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 239000006185 dispersion Substances 0.000 abstract 2
- 238000010494 dissociation reaction Methods 0.000 abstract 2
- 230000005593 dissociations Effects 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000002245 particle Substances 0.000 abstract 2
- 239000012071 phase Substances 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 abstract 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 abstract 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 abstract 1
- QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- 241000021559 Dicerandra Species 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Natural products CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 abstract 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 abstract 1
- 235000010654 Melissa officinalis Nutrition 0.000 abstract 1
- 239000004372 Polyvinyl alcohol Substances 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 238000013019 agitation Methods 0.000 abstract 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 abstract 1
- 229960004132 diethyl ether Drugs 0.000 abstract 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 abstract 1
- -1 free radical compounds Chemical class 0.000 abstract 1
- 239000001530 fumaric acid Substances 0.000 abstract 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 239000000865 liniment Substances 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 abstract 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 abstract 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 abstract 1
- 150000001451 organic peroxides Chemical class 0.000 abstract 1
- 229920002451 polyvinyl alcohol Polymers 0.000 abstract 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 abstract 1
- 230000005855 radiation Effects 0.000 abstract 1
- 230000002285 radioactive effect Effects 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- 239000002562 thickening agent Substances 0.000 abstract 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 1
- 229920006337 unsaturated polyester resin Polymers 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
-
- 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
- C08J9/28—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum
-
- 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
- C08J9/28—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum
- C08J9/283—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum a discontinuous liquid phase emulsified in a continuous macromolecular phase
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/42—Gloss-reducing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Paints Or Removers (AREA)
- Polymerisation Methods In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
1332469 Porous polyester granules BALM PAINTS Ltd 15 Dec 1970 [22 Dec 1969] 59518/70 Headings C3C and C3P Porous cross-linked polyester granules are made by forming a solution of an unsaturated xylene soluble polyester resin containing free carboxyl groups in an essentially water insoluble polymerizable unsaturated monomer and suspending this solution as discrete globules in an aqueous continuous phase in the presence of from 0À3 to 10À0 equivalents per free carboxy group of a base having a dissociation exponent i.e. -log 10 K b where K b is the dissociation constant of the base in water at 25‹ C., less than 8, initiating polymerization to cross-link the polyester resin, recovering the granules and allowing them to dry in air until the liquid has diffused out of them. If desired droplets of an aqueous liquid may be pre-dispersed within the polyester solution before dispersion of this solution in the continuous phase. The polyester resin is selected by the following test, to a xylene solution of the resin is added with mild agitation 5% by weight of an aqueous solution of ammonia and the mixture examined under an electron microscope to determine if a stable dispersion of droplets has formed and provided the mixture is essentially free of disperse particles greater than 5 microns and remains so for up to 30 minutes the resin is regarded as satisfactory. The unsaturated polyester resin contains an alpha, beta, ethylenically unsaturated acid such as maleic, fumaric, itaconic, citraconic or mesaconic acid. The preferred monomers are styrene, alpha-methyl styrene, divinyl benzene and nucular-substituted vinyl toluene. In addition minor amounts of other polymerizable monomers may be present such as acrylic and methacrylic acid esters, acrylonitrile, vinyl acetate, tetra-allyl ethoxyethane, ethylene glycol dimethacrylate, or triallyl cyanurate. The base may be an inorganic base of which ammonium hydroxide is preferred, or an aliphatic amine of which a long list is given. The polymerization within the globules is initiated by free radical compounds such as an organic peroxide or azo-compound or by exposure to a radiation source such as radioactive cobalt of ultra-violet light. The polyester resin may contain pigments e.g. TiO 2 . The aqueous phase may contain surface active agents, and thickeners such as hydroxyethylcellulose or polyvinyl alcohol. Exemplified polyesters are made from fumaric acid, phthalic anhydride and propylene glycol and maleic anhydride, phthalic anhydride and propylene glycol. The granules are used as matt texturing, flatting and opacifying agents in paint compositions. The granules may also contain pigment particles e.g. TiO 2 , by forming the granules in the presence of the pigment. Examples 7, 8, 10 and 11 relate to paint compositions and example 9 to the preparation of an opaque sheet.
[GB1332469A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU6564569 | 1969-12-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE34828L true IE34828L (en) | 1971-06-22 |
| IE34828B1 IE34828B1 (en) | 1975-09-03 |
Family
ID=3750315
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1618/70A IE34828B1 (en) | 1969-12-22 | 1970-12-18 | Polymer and process |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5017115B1 (en) |
| BE (1) | BE760690A (en) |
| DE (1) | DE2063239C2 (en) |
| DK (1) | DK130415B (en) |
| FR (1) | FR2074188A5 (en) |
| GB (1) | GB1332469A (en) |
| IE (1) | IE34828B1 (en) |
| NL (1) | NL166036C (en) |
| NO (1) | NO131428C (en) |
| SE (1) | SE364880B (en) |
| ZA (1) | ZA708592B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR206777A1 (en) * | 1972-11-13 | 1976-08-23 | Dulux Australia Ltd | PROCEDURE FOR PREPARING AQUEOUS SUSPENSION OF VESICULAR GRANULES OF POLYESTER RESIN RESICULARS OF RETAINED POLYESTER RESIN |
| AU1232876A (en) * | 1975-04-21 | 1977-10-13 | Dulux Australia Limited | Polymer process and paint |
| JPS537221U (en) * | 1976-07-01 | 1978-01-21 | ||
| ZA812512B (en) | 1980-05-09 | 1982-04-28 | Tioxide Group Ltd | Bead polymerisation process |
| GB2109799B (en) * | 1981-11-20 | 1985-01-23 | Tioxide Group Plc | Production of vesticulated polymer beads |
| GB2171413B (en) * | 1985-02-22 | 1988-07-20 | Ici Plc | Decorative coatings |
| US4808633A (en) * | 1987-09-08 | 1989-02-28 | C-I-L Inc. | Vesiculated polymer granules |
| GB2229726B (en) * | 1989-03-04 | 1992-04-08 | Tioxide Group Plc | Polymer granules and compositions containing them |
| GB8906495D0 (en) * | 1989-03-21 | 1989-05-04 | Tioxide Group Plc | Resinous compositions |
| US5583162A (en) * | 1994-06-06 | 1996-12-10 | Biopore Corporation | Polymeric microbeads and method of preparation |
| US6048908A (en) * | 1997-06-27 | 2000-04-11 | Biopore Corporation | Hydrophilic polymeric material |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1267845B (en) * | 1964-05-30 | 1968-05-09 | Bayer Ag | Derivatives of polyesters as emulsifying agents |
-
1970
- 1970-12-15 GB GB5951870A patent/GB1332469A/en not_active Expired
- 1970-12-18 IE IE1618/70A patent/IE34828B1/en unknown
- 1970-12-21 SE SE17312/70A patent/SE364880B/xx unknown
- 1970-12-22 DE DE2063239A patent/DE2063239C2/en not_active Expired
- 1970-12-22 BE BE760690A patent/BE760690A/en not_active IP Right Cessation
- 1970-12-22 DK DK653470AA patent/DK130415B/en not_active IP Right Cessation
- 1970-12-22 NO NO4902/70A patent/NO131428C/no unknown
- 1970-12-22 JP JP45115270A patent/JPS5017115B1/ja active Pending
- 1970-12-22 FR FR7046335A patent/FR2074188A5/fr not_active Expired
- 1970-12-22 NL NL7018633.A patent/NL166036C/en active
- 1970-12-22 ZA ZA708592A patent/ZA708592B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE364880B (en) | 1974-03-11 |
| DK130415C (en) | 1975-07-14 |
| JPS5017115B1 (en) | 1975-06-18 |
| DE2063239C2 (en) | 1982-10-21 |
| NO131428B (en) | 1975-02-17 |
| NO131428C (en) | 1975-05-28 |
| DK130415B (en) | 1975-02-17 |
| FR2074188A5 (en) | 1971-10-01 |
| NL7018633A (en) | 1971-06-24 |
| ZA708592B (en) | 1972-08-30 |
| BE760690A (en) | 1971-06-22 |
| DE2063239A1 (en) | 1971-07-15 |
| GB1332469A (en) | 1973-10-03 |
| IE34828B1 (en) | 1975-09-03 |
| NL166036C (en) | 1981-06-15 |
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