GB1195938A - Polyhydantoin Plastics - Google Patents

Polyhydantoin Plastics

Info

Publication number
GB1195938A
GB1195938A GB32130/68A GB3213068A GB1195938A GB 1195938 A GB1195938 A GB 1195938A GB 32130/68 A GB32130/68 A GB 32130/68A GB 3213068 A GB3213068 A GB 3213068A GB 1195938 A GB1195938 A GB 1195938A
Authority
GB
United Kingdom
Prior art keywords
preadduct
deficiency
reacted
polyhydantoin
solution
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
GB32130/68A
Inventor
Rudolf Merten
Willi Duenwald
Karl-Heinz Mielke
Rolf Fischer
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
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1195938A publication Critical patent/GB1195938A/en
Expired legal-status Critical Current

Links

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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3821—Carboxylic acids; Esters thereof with monohydroxyl compounds
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3823—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing -N-C=O groups
    • C08G18/3825—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing -N-C=O groups containing amide groups
    • 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
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • 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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • 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
    • C09D177/00—Coating compositions based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Coating compositions based on derivatives of such polymers
    • 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
    • C08G2230/00—Compositions for preparing biodegradable polymers

Abstract

1,195,938. Polyhydantoins. FARBENFABRIKEN BAYER A.G. 5 July, 1968 [7 July, 1967], No. 32130/68. Heading C3R. [Also in Divisions B1-B2] Polyhydantoin plastics are prepared by reacting an optionally masked polyisocyanate or polyisothiocyanate and a polyglycine ester derivative of the formula wherein R is an n-valent aliphatic, alkoxyaliphatic, alkylthioaliphatic, cycloaliphatic, aromatic or araliphatic radical, each group R 1 , which may be the same or different in the compound of Formula (I), represents hydrogen or an optionally substituted alkyl radical, R 2 represents a hydroxyl, amino, alkylamino, dialkylamino, alkoxy or aryloxy group, B 3 represents hydrogen or an alkyl, aralkyl or aryl radical and n is 2, 3 or 4, in a first reaction stage at 0‹ to 500‹ C. in such molar quantities that a 1 to 50% molar deficiency of one component is present, and the resulting preadduct solution is reacted in a second stage with an additional amount of the deficient component, or of another compound having similar reactivity, at a temperature of 80‹ to 500‹ C. If desired, the preadduct may be isolated and redissolved before the second reaction stage is carried out. Where the preadduct has a deficiency of glycine ester derivative it may be further reacted with a solution of a compound containing at least two Zerewitinoff-active hydrogen atoms per molecule, e.g. di- or poly-alcohols or amines. A preadduct having an isocyanate deficiency may be reacted with a preadduct having a glycine derivative deficiency. Preferred solvents include phenol, xylene, cresol and toluene. The polyhydantoin may be isolated by removing the solvent or the solution may be used as a lacquer. In a typical example a preadduct having an isocyanate deficiency is prepared by heating N,N<SP>1</SP>-bis-(carboxymethyl) - dimethyl - methane - 4,4<SP>1</SP>- diamino diaminodiphenyl methane with 4,4<SP>1</SP>- diisocyanato-diphenylmethane in a cresol/xylene solvent mixture and the preadduct is further reacted with 4,4<SP>1</SP>-diisocyanato"diphenylmethane. The lacquer solutions may be used to coat copper wire (see Division B2).
GB32130/68A 1967-07-07 1968-07-05 Polyhydantoin Plastics Expired GB1195938A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0052881 1967-07-07

Publications (1)

Publication Number Publication Date
GB1195938A true GB1195938A (en) 1970-06-24

Family

ID=7105813

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32130/68A Expired GB1195938A (en) 1967-07-07 1968-07-05 Polyhydantoin Plastics

Country Status (9)

Country Link
AT (1) AT282957B (en)
BE (1) BE717709A (en)
CH (2) CH549613A (en)
DE (1) DE1720682A1 (en)
ES (1) ES355825A1 (en)
FR (1) FR1573488A (en)
GB (1) GB1195938A (en)
NL (1) NL6809570A (en)
SE (3) SE378254B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4237745A (en) * 1978-08-02 1980-12-09 Toyota Jidosha Kogyo Kabushiki Kaisha Reverse shift mechanism for power transmission unit

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4946559B2 (en) * 1972-07-01 1974-12-10
DE2404741C2 (en) * 1974-02-01 1985-07-04 Bayer Ag, 5090 Leverkusen Process for the production of foils, coatings and moldings from polyhydantoins or polyparabanic acids

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4237745A (en) * 1978-08-02 1980-12-09 Toyota Jidosha Kogyo Kabushiki Kaisha Reverse shift mechanism for power transmission unit

Also Published As

Publication number Publication date
FR1573488A (en) 1969-07-04
BE717709A (en) 1968-12-16
DE1720682A1 (en) 1971-09-23
AT282957B (en) 1970-07-27
ES355825A1 (en) 1970-01-01
NL6809570A (en) 1969-01-09
CH549613A (en) 1974-05-31
SE378254B (en) 1975-08-25
SE378255B (en) 1975-08-25
CH533656A (en) 1973-02-28
SE339326B (en) 1971-10-04

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee