CA1076290A - Phenolic resins and molding compositions for use in warm runner injection molding - Google Patents
Phenolic resins and molding compositions for use in warm runner injection moldingInfo
- Publication number
- CA1076290A CA1076290A CA233,686A CA233686A CA1076290A CA 1076290 A CA1076290 A CA 1076290A CA 233686 A CA233686 A CA 233686A CA 1076290 A CA1076290 A CA 1076290A
- Authority
- CA
- Canada
- Prior art keywords
- molding
- phenolic resin
- composition
- reactive
- para
- 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
- 238000000465 moulding Methods 0.000 title claims abstract description 109
- 239000000203 mixture Substances 0.000 title claims abstract description 75
- 229920001568 phenolic resin Polymers 0.000 title claims abstract description 48
- 239000005011 phenolic resin Substances 0.000 title claims abstract description 48
- 238000001746 injection moulding Methods 0.000 title claims abstract description 25
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims abstract description 42
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 17
- 150000002989 phenols Chemical class 0.000 claims description 29
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 16
- 229920003986 novolac Polymers 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 15
- 238000002347 injection Methods 0.000 claims description 14
- 239000007924 injection Substances 0.000 claims description 14
- 229920003987 resole Polymers 0.000 claims description 13
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 12
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 8
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 claims description 8
- YQUQWHNMBPIWGK-UHFFFAOYSA-N 4-isopropylphenol Chemical compound CC(C)C1=CC=C(O)C=C1 YQUQWHNMBPIWGK-UHFFFAOYSA-N 0.000 claims description 8
- QBDSZLJBMIMQRS-UHFFFAOYSA-N p-Cumylphenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=CC=C1 QBDSZLJBMIMQRS-UHFFFAOYSA-N 0.000 claims description 8
- NKTOLZVEWDHZMU-UHFFFAOYSA-N p-cumyl phenol Natural products CC1=CC=C(C)C(O)=C1 NKTOLZVEWDHZMU-UHFFFAOYSA-N 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 7
- 229940106691 bisphenol a Drugs 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- BYLSIPUARIZAHZ-UHFFFAOYSA-N 2,4,6-tris(1-phenylethyl)phenol Chemical compound C=1C(C(C)C=2C=CC=CC=2)=C(O)C(C(C)C=2C=CC=CC=2)=CC=1C(C)C1=CC=CC=C1 BYLSIPUARIZAHZ-UHFFFAOYSA-N 0.000 claims description 4
- 229950011260 betanaphthol Drugs 0.000 claims description 4
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 claims description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 230000000979 retarding effect Effects 0.000 claims 1
- 239000011342 resin composition Substances 0.000 abstract 2
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 description 20
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 17
- 239000012778 molding material Substances 0.000 description 17
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 15
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 12
- 150000002500 ions Chemical class 0.000 description 10
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 229960004279 formaldehyde Drugs 0.000 description 6
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 6
- 239000004312 hexamethylene tetramine Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 5
- 235000019256 formaldehyde Nutrition 0.000 description 5
- 238000009472 formulation Methods 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- SZKKRCSOSQAJDE-UHFFFAOYSA-N Schradan Chemical compound CN(C)P(=O)(N(C)C)OP(=O)(N(C)C)N(C)C SZKKRCSOSQAJDE-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 244000144992 flock Species 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 235000013882 gravy Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- -1 pigmen~s Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000012745 toughening agent Substances 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 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
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C45/00—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor
- B29C45/0001—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor characterised by the choice of material
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
-
- 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
- C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2361/04—Condensation polymers of aldehydes or ketones with phenols only
- C08J2361/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Injection Moulding Of Plastics Or The Like (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/503,688 US3959433A (en) | 1974-09-06 | 1974-09-06 | Method of warm runner injection molding phenolic resins with para-substituted phenol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1076290A true CA1076290A (en) | 1980-04-22 |
Family
ID=24003107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA233,686A Expired CA1076290A (en) | 1974-09-06 | 1975-08-18 | Phenolic resins and molding compositions for use in warm runner injection molding |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3959433A (https=) |
| JP (1) | JPS5152490A (https=) |
| BE (1) | BE842447Q (https=) |
| CA (1) | CA1076290A (https=) |
| DE (1) | DE2539606C3 (https=) |
| FR (1) | FR2283929A1 (https=) |
| GB (1) | GB1526305A (https=) |
| IT (1) | IT1054906B (https=) |
| SE (1) | SE427845B (https=) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2650025A1 (de) * | 1976-10-30 | 1978-05-11 | Zimmer Ag | Verfahren zur herstellung von linearen phenol-formaldehyd-kondensaten |
| JPS5428357A (en) * | 1977-08-04 | 1979-03-02 | Asahi Organic Chem Ind | Phenol resin composition and its making method |
| US4132538A (en) * | 1977-08-29 | 1979-01-02 | Corning Glass Works | Injection molding hydrosilicates |
| FR2415643A1 (fr) * | 1978-01-26 | 1979-08-24 | Kemerowskij Inst Chim | Procede continu de fabrication de matieres a mouler sous pression a base de resines phenol-formol |
| US4241201A (en) * | 1979-04-13 | 1980-12-23 | Hooker Chemicals & Plastics Corp. | Phenolic resins with improved low temperature processing stability |
| EP0010887A1 (en) * | 1978-10-16 | 1980-05-14 | Hooker Chemicals & Plastics Corp. | Method of plunger molding and plunger molding apparatus having temperature controlled runner and sprue portions |
| US4264557A (en) * | 1979-04-13 | 1981-04-28 | Hooker Chemicals & Plastics Corp. | Phenolic resins with improved low temperature processing stability |
| US4239869A (en) * | 1979-04-13 | 1980-12-16 | Hooker Chemicals & Plastics Corp. | Phenolic resins with improved low temperature processing stability |
| US4267141A (en) * | 1979-04-13 | 1981-05-12 | Hooker Chemicals & Plastics Corp. | Phenolic resins with improved low temperature processing stability |
| US4235835A (en) * | 1979-11-29 | 1980-11-25 | Union Carbide Corporation | Thermosetting compositions for injection molding |
| US4430473A (en) | 1981-03-12 | 1984-02-07 | Union Carbide Corporation | Composites made from thermosetting compositions containing hemiformals of phenol |
| US4433119A (en) * | 1982-01-19 | 1984-02-21 | Union Carbide Corporation | Liquid thermosetting compositions containing hemiformals of phenol |
| US4443175A (en) * | 1982-11-05 | 1984-04-17 | Rose Robert H | Apparatus and method for runnerless transfer molding of thermoset compounds |
| US4728476A (en) * | 1984-10-12 | 1988-03-01 | Resin Stretchers | Method of supplying a moldable mixture of materials to an article forming mold of an injection molding machine |
| DE4126059A1 (de) * | 1991-08-06 | 1993-02-11 | Huettenes Albertus | Bindemittel auf phenolharzbasis |
| US5945139A (en) * | 1997-06-30 | 1999-08-31 | Siemens Energy & Automation, Inc. | Injection mold live runner apparatus |
| US6250365B1 (en) * | 1999-02-18 | 2001-06-26 | Teksid S.P.A. | Die casting process |
| KR100306082B1 (ko) * | 1999-06-17 | 2001-09-24 | 이문규 | 용융유리의 사출성형방법 및 그 장치 |
| US6450798B1 (en) | 2000-02-04 | 2002-09-17 | Avaya Technology Corp. | Apparatus for multiple cavity injection molding |
| JP3951850B2 (ja) * | 2002-08-01 | 2007-08-01 | 株式会社デンソー | 金属成形用金型及びその成形方法 |
| CN101966553B (zh) * | 2010-10-18 | 2012-03-21 | 周祝道 | 中小型汽车后桥从动齿轮的制造方法 |
| WO2015017095A2 (en) | 2013-07-09 | 2015-02-05 | United Technologies Corporation | Plated polymer nosecone |
| WO2015006421A1 (en) * | 2013-07-09 | 2015-01-15 | United Technologies Corporation | Metal-encapsulated polymeric article |
| CN118082143B (zh) * | 2024-03-23 | 2024-09-06 | 广东中载电子科技有限公司 | 一种塑胶成型的方法和系统 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2736718A (en) * | 1952-08-02 | 1956-02-28 | Norton Co | Phenolic resin products and their production |
| US2809178A (en) * | 1953-03-26 | 1957-10-08 | Distillers Co Yeast Ltd | Oil soluble phenol-formaldehyde resin |
| US2970121A (en) * | 1957-07-03 | 1961-01-31 | Union Carbide Corp | Molding composition comprising a novolac resin, a furan derivative, and a filler, and process for making same |
| US3299167A (en) * | 1963-05-10 | 1967-01-17 | Hooker Chemical Corp | Phenolic encapsulating compositions |
| US3351605A (en) * | 1963-12-26 | 1967-11-07 | Allied Chem | Phenol-para-cumyl-phenol resin and primer therefrom |
| DE1915033B2 (de) * | 1969-03-25 | 1972-04-06 | Vereinigte Deutsche Metallwerke Ag, 6000 Frankfurt | Verfahren zur herstellung von vernetzten formkoerpern |
| US3812228A (en) * | 1969-07-17 | 1974-05-21 | Shell Oil Co | Injection molding of foamable thermoplastic polymers using a retractable hot runner |
| BE788136A (fr) * | 1971-08-31 | 1973-02-28 | Ici Ltd | Composes organiques du silicium |
-
1974
- 1974-09-06 US US05/503,688 patent/US3959433A/en not_active Expired - Lifetime
-
1975
- 1975-08-18 CA CA233,686A patent/CA1076290A/en not_active Expired
- 1975-09-05 GB GB36653/75A patent/GB1526305A/en not_active Expired
- 1975-09-05 JP JP50107155A patent/JPS5152490A/ja active Granted
- 1975-09-05 IT IT7526975A patent/IT1054906B/it active
- 1975-09-05 DE DE2539606A patent/DE2539606C3/de not_active Expired
- 1975-09-05 FR FR7527321A patent/FR2283929A1/fr active Granted
- 1975-09-05 SE SE7509920A patent/SE427845B/xx unknown
-
1976
- 1976-06-01 BE BE167523A patent/BE842447Q/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| GB1526305A (en) | 1978-09-27 |
| JPS5745768B2 (https=) | 1982-09-29 |
| BE842447Q (fr) | 1976-10-01 |
| AU8448675A (en) | 1977-03-10 |
| SE427845B (sv) | 1983-05-09 |
| DE2539606C3 (de) | 1980-06-19 |
| DE2539606A1 (de) | 1976-03-25 |
| SE7509920L (sv) | 1976-03-08 |
| DE2539606B2 (de) | 1979-09-06 |
| JPS5152490A (en) | 1976-05-10 |
| IT1054906B (it) | 1981-11-30 |
| FR2283929A1 (fr) | 1976-04-02 |
| FR2283929B1 (https=) | 1982-01-29 |
| US3959433A (en) | 1976-05-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |