GB1024818A - Substituted hydroxybenzoxolans and their use as age resisters for rubbers - Google Patents

Substituted hydroxybenzoxolans and their use as age resisters for rubbers

Info

Publication number
GB1024818A
GB1024818A GB1238563A GB1238563A GB1024818A GB 1024818 A GB1024818 A GB 1024818A GB 1238563 A GB1238563 A GB 1238563A GB 1238563 A GB1238563 A GB 1238563A GB 1024818 A GB1024818 A GB 1024818A
Authority
GB
United Kingdom
Prior art keywords
radicals
connected together
hetero atom
substituted
together directly
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
Application number
GB1238563A
Inventor
Kurt Ley
Helmut Walz
Wolfgang Redetzky
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
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.)
Filing date
Publication date
Priority claimed from DE1962F0036401 external-priority patent/DE1163837B/en
Priority claimed from DEF37325A external-priority patent/DE1247004B/en
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1024818A publication Critical patent/GB1024818A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3415—Five-membered rings
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432—Six-membered rings
    • C08K5/3435—Piperidines
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3462—Six-membered rings
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Compounds of the general formula <FORM:1024818/C3/1> in which R1, R2 and R5 represent hydrogen atoms or alkyl radicals or the radicals R1 and R3 may be alkylene radicals connected together directly or through a hetero atom and R4 and R5 are alkyl radicals or alkylene radicals connected together directly or through a hetero atom to form an alicyclic or heterocyclic ring which in the case of a piperazino ring may be substituted in the 4-position by a radical of formula <FORM:1024818/C3/2> are used as age resistors for natural and synthetic rubber. They may be used for example for protecting butadiene-styrene and butadiene-acrylonitrile polymers and may be used for protecting the crude rubbers and the vulcanizates.ALSO:The invention comprises compounds of the general formula <FORM:1024818/C2/1> in which R1, R2 and R3 represent hydrogen atoms or alkyl radicals or the radicals R1 and R3 may be alkylene radicals connected together directly or through a hetero atom to form an alicyclic or heterocyclic ring; R4 and R5 represent alkyl radicals or alkylene radicals connected together directly or through a hetero atom to form an alicyclic or heterocyclic ring, which in the case of a piperazino ring may be substituted in the 4-position by a radical of formula <FORM:1024818/C2/2> The new compounds may be prepared by reacting an enamine of general formula <FORM:1024818/C2/3> with p-benzoquinone having no substituents in the 2- and 3-positions at a temperature of 0-80 DEG C.
GB1238563A 1962-03-28 1963-03-28 Substituted hydroxybenzoxolans and their use as age resisters for rubbers Expired GB1024818A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1962F0036401 DE1163837B (en) 1962-03-28 1962-03-28 Process for the preparation of 2 5 dihydroxy bicyclo [4 2 0] octa 13 5 tnenes
DEF37325A DE1247004B (en) 1962-07-16 1962-07-16 Anti-aging agent for natural or synthetic rubber

Publications (1)

Publication Number Publication Date
GB1024818A true GB1024818A (en) 1966-04-06

Family

ID=37401106

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1238563A Expired GB1024818A (en) 1962-03-28 1963-03-28 Substituted hydroxybenzoxolans and their use as age resisters for rubbers

Country Status (3)

Country Link
BE (1) BE630171A (en)
FR (1) FR1359376A (en)
GB (1) GB1024818A (en)

Also Published As

Publication number Publication date
FR1359376A (en) 1964-04-24
BE630171A (en) 1963-10-21

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