CH510713A - Verfahren zur Herstellung eines Epoxynovolackharzes und Verwendung dieses Harzes - Google Patents

Verfahren zur Herstellung eines Epoxynovolackharzes und Verwendung dieses Harzes

Info

Publication number: CH510713A
Authority: CH; Switzerland
Prior art keywords: alkylphenol; moles; novolac; dependent; phenol
Prior art date: 1967-11-28

Application number

CH1673967A

Other languages

German (de)

English (en)

Inventor

Eddie Bob Walker

Henry Osburn

Charles Eugene Bouse

Original Assignee

Dow Chemical Co

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.)

1967-11-28

Filing date

1967-11-29

Publication date

1971-07-31

1967-11-28 Priority to GB54100/67A priority Critical patent/GB1141979A/en

1967-11-29 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1967-11-29 Priority to CH1673967A priority patent/CH510713A/de

1967-11-29 Priority to FR130128A priority patent/FR1553073A/fr

1967-12-01 Priority to CA847972A priority patent/CA847972A/en

1967-12-01 Priority to BE707435A priority patent/BE707435A/fr

1967-12-05 Priority to NL6716533A priority patent/NL132379C/nl

1967-12-05 Priority to DE1643304A priority patent/DE1643304C3/de

1971-07-31 Publication of CH510713A publication Critical patent/CH510713A/de

Links

229920003986 novolac Polymers 0.000 title claims abstract description 42
239000004593 Epoxy Substances 0.000 title claims abstract description 20
229920005989 resin Polymers 0.000 title claims description 11
239000011347 resin Substances 0.000 title claims description 11
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 38
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 23
239000003054 catalyst Substances 0.000 claims abstract description 14
125000000217 alkyl group Chemical group 0.000 claims abstract description 8
238000000034 method Methods 0.000 claims description 48
230000001419 dependent effect Effects 0.000 claims description 12
239000003795 chemical substances by application Substances 0.000 claims description 11
239000002904 solvent Substances 0.000 claims description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
239000000463 material Substances 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 7
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 5
238000000576 coating method Methods 0.000 claims description 5
239000000376 reactant Substances 0.000 claims description 5
230000002378 acidificating effect Effects 0.000 claims description 4
150000003839 salts Chemical class 0.000 claims description 4
238000000465 moulding Methods 0.000 claims description 3
239000007858 starting material Substances 0.000 claims description 3
WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 claims description 2
230000002349 favourable effect Effects 0.000 claims description 2
125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 2
229920003987 resole Polymers 0.000 abstract description 8
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract description 6
238000006243 chemical reaction Methods 0.000 abstract description 6
GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 abstract description 3
150000007522 mineralic acids Chemical class 0.000 abstract description 2
235000006408 oxalic acid Nutrition 0.000 abstract description 2
235000019256 formaldehyde Nutrition 0.000 abstract 2
239000003377 acid catalyst Substances 0.000 abstract 1
-1 alkyl phenol Chemical compound 0.000 abstract 1
230000015572 biosynthetic process Effects 0.000 abstract 1
150000001735 carboxylic acids Chemical class 0.000 abstract 1
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
239000000047 product Substances 0.000 description 8
239000000203 mixture Substances 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000003513 alkali Substances 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
238000006735 epoxidation reaction Methods 0.000 description 2
239000003822 epoxy resin Substances 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 2
229920000647 polyepoxide Polymers 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000243 solution Substances 0.000 description 2
WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical group [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 description 1
ABMULKFGWTYIIK-UHFFFAOYSA-N 2-hexylphenol Chemical group CCCCCCC1=CC=CC=C1O ABMULKFGWTYIIK-UHFFFAOYSA-N 0.000 description 1
CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical class CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 1
MEEKGULDSDXFCN-UHFFFAOYSA-N 2-pentylphenol Chemical group CCCCCC1=CC=CC=C1O MEEKGULDSDXFCN-UHFFFAOYSA-N 0.000 description 1
LCHYEKKJCUJAKN-UHFFFAOYSA-N 2-propylphenol Chemical class CCCC1=CC=CC=C1O LCHYEKKJCUJAKN-UHFFFAOYSA-N 0.000 description 1
VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
239000000975 dye Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
238000009472 formulation Methods 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical class CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000011343 solid material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
238000005406 washing Methods 0.000 description 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
- 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
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/04—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
- C08G59/06—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
- C08G59/08—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols from phenol-aldehyde condensates
- 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
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/04—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
- C08G59/06—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
- C08G59/063—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols with epihalohydrins
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with monohydric phenols having only one hydrocarbon substituent ortho on para to the OH group, e.g. p-tert.-butyl phenol
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
- C08G8/36—Chemically modified polycondensates by etherifying

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Phenolic Resins Or Amino Resins (AREA)
Epoxy Resins (AREA)

CH1673967A 1967-11-28 1967-11-29 Verfahren zur Herstellung eines Epoxynovolackharzes und Verwendung dieses Harzes CH510713A (de)

Priority Applications (7)

Application Number	Priority Date	Filing Date	Title
GB54100/67A GB1141979A (en)	1967-11-28	1967-11-28	Process for making an epoxy resin novolac
CH1673967A CH510713A (de)	1967-11-28	1967-11-29	Verfahren zur Herstellung eines Epoxynovolackharzes und Verwendung dieses Harzes
FR130128A FR1553073A (fr)	1967-11-28	1967-11-29	Procédé de préparation d'une résine époxynovolaque
CA847972A CA847972A (en)	1967-11-28	1967-12-01	Process for making an epoxy resin novolac
BE707435A BE707435A (fr)	1967-11-28	1967-12-01	Procédé de préparation d'une résine époxynovolaque
NL6716533A NL132379C (nl)	1967-11-28	1967-12-05	Werkwijze voor het bereiden van epoxy novolahars
DE1643304A DE1643304C3 (de)	1967-11-28	1967-12-05	Verfahren zur Herstellung eines Epoxynovolakharzes

Applications Claiming Priority (7)

Application Number	Priority Date	Filing Date	Title
GB54100/67A GB1141979A (en)	1967-11-28	1967-11-28	Process for making an epoxy resin novolac
FR130128		1967-11-29
CH1673967A CH510713A (de)	1967-11-28	1967-11-29	Verfahren zur Herstellung eines Epoxynovolackharzes und Verwendung dieses Harzes
BE707435A BE707435A (fr)	1967-11-28	1967-12-01	Procédé de préparation d'une résine époxynovolaque
CA847972T		1967-12-01
NL6716533A NL132379C (nl)	1967-11-28	1967-12-05	Werkwijze voor het bereiden van epoxy novolahars
DE1643304A DE1643304C3 (de)	1967-11-28	1967-12-05	Verfahren zur Herstellung eines Epoxynovolakharzes

Publications (1)

Publication Number	Publication Date
CH510713A true CH510713A (de)	1971-07-31

Family

ID=92902729

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH1673967A CH510713A (de)	1967-11-28	1967-11-29	Verfahren zur Herstellung eines Epoxynovolackharzes und Verwendung dieses Harzes

Country Status (7)

Country	Link
BE (1)	BE707435A (fr)
CA (1)	CA847972A (fr)
CH (1)	CH510713A (fr)
DE (1)	DE1643304C3 (fr)
FR (1)	FR1553073A (fr)
GB (1)	GB1141979A (fr)
NL (1)	NL132379C (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
RU2447093C1 (ru) *	2011-01-19	2012-04-10	Открытое акционерное общество "Институт пластмасс имени Г.С. Петрова"	Способ получения орто-крезолноволачной эпоксидной смолы и полимерная композиция на ее основе
CN112266453B (zh) *	2020-12-08	2021-03-30	北京市银帆涂料有限责任公司	一种酚醚树脂，包含它的涂料组合物及其制备方法

1967
- 1967-11-28 GB GB54100/67A patent/GB1141979A/en not_active Expired
- 1967-11-29 CH CH1673967A patent/CH510713A/de not_active IP Right Cessation
- 1967-11-29 FR FR130128A patent/FR1553073A/fr not_active Expired
- 1967-12-01 CA CA847972A patent/CA847972A/en not_active Expired
- 1967-12-01 BE BE707435A patent/BE707435A/fr unknown
- 1967-12-05 DE DE1643304A patent/DE1643304C3/de not_active Expired
- 1967-12-05 NL NL6716533A patent/NL132379C/nl active

Also Published As

Publication number	Publication date
DE1643304B2 (de)	1978-02-09
CA847972A (en)	1970-07-28
NL6716533A (nl)	1969-06-09
GB1141979A (en)	1969-02-05
DE1643304C3 (de)	1978-10-05
BE707435A (fr)	1968-06-04
FR1553073A (fr)	1969-01-10
NL132379C (nl)	1971-04-15
DE1643304A1 (de)	1971-07-01

Legal Events

Date	Code	Title	Description
1981-07-31	PL	Patent ceased

Publication	Publication Date	Title
DE1720204C3 (de)	1983-11-24	Verfahren zur Herstellung von Phenol-Formaldehyd-Kondensaten und ihre Verwendung als Bindemittel und in Formmassen
DE2330816B2 (de)	1978-07-27	Verfahren zur Herstellung von Dispersionen wärmehärtbarer Reaktionsprodukte und deren Verwendung
DE1130174B (de)	1962-05-24	Verfahren zur Herstellung von Polyaetherharzen
US1873799A (en)	1932-08-23	Synthetic resin and method of making same
DE1058255B (de)	1959-05-27	Verfahren zur Herstellung von stickstoffhaltigen Epoxyharzen
DE3023464A1 (de)	1982-02-04	Verfahren zur herstellung von formkoerpern und ueberzuegen
EP0131842B1 (fr)	1986-12-10	Agent durcissant liquide pour résines époxydes et procédé de préparation
CH510713A (de)	1971-07-31	Verfahren zur Herstellung eines Epoxynovolackharzes und Verwendung dieses Harzes
DE1041246B (de)	1958-10-16	Verfahren zur Herstellung kalt- oder warmgehaerteter modifizierter Epoxyharze
DE1174987B (de)	1964-07-30	Verfahren zur Herstellung von Homopoly-merisaten des Acetaldehyds oder Propionaldehyds oder von Copolymerisaten dieser beiden Aldehyde
DE731030C (de)	1943-02-02	Verfahren zur Herstellung von loeslichen, durch Selbstkondensation in unloesliche, harte Produkte ueberfuehrbaren stickstoffhaltigen Kondensationsprodukten
DE1057332B (de)	1959-05-14	Waermehaertbare Form-, UEberzugs- und Klebmasse auf Epoxyharzbasis
DE3124370A1 (de)	1982-12-30	Verwendung von mannich-basen zur herstellung von formkoerpern, neue mannich-basen und verfahren zu ihrer herstellung
DE1570415C3 (de)	1975-12-04	Verfahren zur Herstellung polymerer Borverbindungen
DE2255504B2 (de)	1979-09-13	Verfahren zur Herstellung von Kunststoffen
DE3402359A1 (de)	1985-08-01	Saeurehaertende mischung fuer schwindungsarme furankitte und verfahren zu deren herstellung
DE2951603C2 (fr)	1989-03-16
DE1057331B (de)	1959-05-14	Waermehaertbare Form-, UEberzugs- und Klebmasse auf Epoxyharzbasis
DE554552C (de)	1932-07-13	Verfahren zur Herstellung von Kondensationsprodukten aus Harnstoff bzw. dessen Derivaten und Acrolein bzw. dessen Polymeren
DE753898C (de)	1952-11-10	Verfahren zur Herstellung von harzartigen Kondensationsprodukten
DE676197C (de)	1939-05-27	Verfahren zur Herstellung von stickstoff- und schwefelhaltigen Erzeugnissen aus Alkyleniminen und Schwefelkohlenstoff
DE579553C (de)	1933-06-28	Verfahren zur Herstellung von Pressmischungen
DE3304818C2 (fr)	1989-11-09
DE883651C (de)	1953-07-20	Verfahren zur Herstellung harzartiger Kondensationsprodukte aus Phenolen, Formaldehyd und aromatischen Aminen
DE892828C (de)	1953-10-12	Verfahren zur Herstellung von harzartigen Kondensationsprodukten