CA1091838A - Substance adhesive fondant a chaud, a base d'un polyester sature - Google Patents

Substance adhesive fondant a chaud, a base d'un polyester sature

Info

Publication number: CA1091838A
Authority: CA; Canada
Prior art keywords: hot; melt adhesive; polyester; acid; mole
Prior art date: 1977-01-28
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

CA294,690A

Other languages

English (en)

Inventor

Hans G. Matthies

Ludwig Beer

Lothar Maempel

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.)

BASF SE

Original Assignee

BASF SE

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.)

1977-01-28

Filing date

1978-01-10

Publication date

1980-12-16

1978-01-10 Application filed by BASF SE filed Critical BASF SE

1980-12-16 Application granted granted Critical

1980-12-16 Publication of CA1091838A publication Critical patent/CA1091838A/fr

Status Expired legal-status Critical Current

Links

229920000728 polyester Polymers 0.000 title claims abstract description 19
239000004831 Hot glue Substances 0.000 title claims abstract description 14
229920006395 saturated elastomer Polymers 0.000 title description 4
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 10
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims abstract description 10
150000002148 esters Chemical class 0.000 claims abstract description 8
239000000454 talc Substances 0.000 claims abstract description 6
229910052623 talc Inorganic materials 0.000 claims abstract description 6
239000001361 adipic acid Substances 0.000 claims abstract description 5
235000011037 adipic acid Nutrition 0.000 claims abstract description 5
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 4
229910052698 phosphorus Inorganic materials 0.000 claims abstract description 4
239000011574 phosphorus Substances 0.000 claims abstract description 4
150000003839 salts Chemical class 0.000 claims abstract description 4
HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 10
-1 phenol ester Chemical class 0.000 claims description 7
239000002253 acid Substances 0.000 claims description 5
ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 3
239000010985 leather Substances 0.000 abstract description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 6
239000000203 mixture Substances 0.000 description 6
229920001634 Copolyester Polymers 0.000 description 5
238000003756 stirring Methods 0.000 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
229910019142 PO4 Inorganic materials 0.000 description 4
WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
235000021317 phosphate Nutrition 0.000 description 4
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
239000012943 hotmelt Substances 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
239000010452 phosphate Substances 0.000 description 3
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
239000000853 adhesive Substances 0.000 description 2
230000001070 adhesive effect Effects 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
239000000155 melt Substances 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
238000006068 polycondensation reaction Methods 0.000 description 2
230000008023 solidification Effects 0.000 description 2
238000007711 solidification Methods 0.000 description 2
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
MIOMYULHSNSWBW-UHFFFAOYSA-N (2,3,4-tridodecylphenyl) dihydrogen phosphite Chemical compound CCCCCCCCCCCCC1=CC=C(OP(O)O)C(CCCCCCCCCCCC)=C1CCCCCCCCCCCC MIOMYULHSNSWBW-UHFFFAOYSA-N 0.000 description 1
BODXZBYILNTHRT-UHFFFAOYSA-N (2,3,4-tritert-butylphenyl) dihydrogen phosphite Chemical compound CC(C)(C)C1=CC=C(OP(O)O)C(C(C)(C)C)=C1C(C)(C)C BODXZBYILNTHRT-UHFFFAOYSA-N 0.000 description 1
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
YGCODSQDUUUKIV-UHFFFAOYSA-N Zoxazolamine Chemical compound ClC1=CC=C2OC(N)=NC2=C1 YGCODSQDUUUKIV-UHFFFAOYSA-N 0.000 description 1
BLXLSQIOCCHAHJ-UHFFFAOYSA-N [2,3,4-tri(nonyl)phenyl] dihydrogen phosphite Chemical compound CCCCCCCCCC1=CC=C(OP(O)O)C(CCCCCCCCC)=C1CCCCCCCCC BLXLSQIOCCHAHJ-UHFFFAOYSA-N 0.000 description 1
ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
LFVGISIMTYGQHF-UHFFFAOYSA-N ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 description 1
229910000387 ammonium dihydrogen phosphate Inorganic materials 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000009833 condensation Methods 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
229940117389 dichlorobenzene Drugs 0.000 description 1
HEGXHCKAUFQNPC-UHFFFAOYSA-N dicyclohexyl hydrogen phosphite Chemical compound C1CCCCC1OP(O)OC1CCCCC1 HEGXHCKAUFQNPC-UHFFFAOYSA-N 0.000 description 1
IDUSTNHRSGBKQU-UHFFFAOYSA-N diethyl phenyl phosphite Chemical compound CCOP(OCC)OC1=CC=CC=C1 IDUSTNHRSGBKQU-UHFFFAOYSA-N 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000000463 material Substances 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000002844 melting Methods 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
235000019837 monoammonium phosphate Nutrition 0.000 description 1
229910000403 monosodium phosphate Inorganic materials 0.000 description 1
235000019799 monosodium phosphate Nutrition 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
239000002245 particle Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920000137 polyphosphoric acid Polymers 0.000 description 1
229920000166 polytrimethylene carbonate Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
KIMPPGSMONZDMN-UHFFFAOYSA-N sodium;dihydrogen phosphite Chemical compound [Na+].OP(O)[O-] KIMPPGSMONZDMN-UHFFFAOYSA-N 0.000 description 1
238000002076 thermal analysis method Methods 0.000 description 1
229920001169 thermoplastic Polymers 0.000 description 1
238000005809 transesterification reaction Methods 0.000 description 1
WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000004246 zinc acetate Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing 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
- C08K5/49—Phosphorus-containing compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/28—Non-macromolecular organic substances
- C08L2666/40—Phosphorus-containing compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/54—Inorganic substances

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Adhesives Or Adhesive Processes (AREA)
Polyesters Or Polycarbonates (AREA)
Compositions Of Macromolecular Compounds (AREA)

CA294,690A 1977-01-28 1978-01-10 Substance adhesive fondant a chaud, a base d'un polyester sature Expired CA1091838A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19772703417 DE2703417A1 (de)	1977-01-28	1977-01-28	Schmelzkleber auf basis gesaettigter polyester
DEP2703417.9		1977-01-28

Publications (1)

Publication Number	Publication Date
CA1091838A true CA1091838A (fr)	1980-12-16

Family

ID=5999723

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA294,690A Expired CA1091838A (fr)	1977-01-28	1978-01-10	Substance adhesive fondant a chaud, a base d'un polyester sature

Country Status (6)

Country	Link
JP (1)	JPS5396043A (fr)
CA (1)	CA1091838A (fr)
DE (1)	DE2703417A1 (fr)
FR (1)	FR2378838A1 (fr)
GB (1)	GB1593340A (fr)
IT (1)	IT1104144B (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2945729C2 (de) *	1979-11-13	1982-06-09	Chemische Werke Hüls AG, 4370 Marl	Verfahren zur Herstellung von hochmolekularen, linearen Polyestern
EP0559785B1 (fr) *	1990-11-30	1997-03-12	Eastman Chemical Company	Mélanges de copolyesters aliphatiques aromatiques avec des esters de cellulose
GB9607302D0 (en) *	1996-04-09	1996-06-12	British United Shoe Machinery	Shoe material
CN110452653B (zh) *	2019-07-29	2021-09-07	广东莱尔新材料科技股份有限公司	一种高粘力的耐候热熔胶及其制备方法和热熔胶膜

1977
- 1977-01-28 DE DE19772703417 patent/DE2703417A1/de not_active Withdrawn
1978
- 1978-01-10 CA CA294,690A patent/CA1091838A/fr not_active Expired
- 1978-01-18 JP JP342778A patent/JPS5396043A/ja active Pending
- 1978-01-26 IT IT47804/78A patent/IT1104144B/it active
- 1978-01-27 FR FR7802358A patent/FR2378838A1/fr active Granted
- 1978-01-27 GB GB3339/78A patent/GB1593340A/en not_active Expired

Also Published As

Publication number	Publication date
DE2703417A1 (de)	1978-08-03
IT1104144B (it)	1985-10-14
IT7847804A0 (it)	1978-01-26
JPS5396043A (en)	1978-08-22
FR2378838B1 (fr)	1980-08-29
GB1593340A (en)	1981-07-15
FR2378838A1 (fr)	1978-08-25

Legal Events

Date	Code	Title	Description
1997-12-16	MKEX	Expiry

Publication	Publication Date	Title
US4328059A (en)	1982-05-04	High-molecular weight linear polyesters and a process for preparing them
US4356299A (en)	1982-10-26	Catalyst system for a polyethylene terephthalate polycondensation
US5496887A (en)	1996-03-05	Preparation of thermoplastic polyesters having a low content of terminal carboxyl groups
US4127590A (en)	1978-11-28	Phosphorus-containing compounds
US6013756A (en)	2000-01-11	Process for producing polyesters using titanium-containing catalyst-inhibitor combinations
CA1087797A (fr)	1980-10-14	Preparation industrielle de polyesters lineaires contenant des phosphites ou des phosphates
US3546177A (en)	1970-12-08	Polyesters containing sterically hindered trialkyl phosphates
WO1994014870A1 (fr)	1994-07-07	Resines thermoplastiques biodegradables et procede pour leur preparation
US3361846A (en)	1968-01-02	Phenolic phosphate and phosphite esters as stabilizers for saturated polyester resins
JP2862792B2 (ja)	1999-03-03	ポリマー混合物およびそれから製造される物品
CA1091838A (fr)	1980-12-16	Substance adhesive fondant a chaud, a base d'un polyester sature
JPS629252B2 (fr)	1987-02-27
US4087408A (en)	1978-05-02	Bromine and phosphorus containing polyester
GB1432530A (en)	1976-04-22	Preparation of high molecular polyester of 1,4-butanediol
JPS648025B2 (fr)	1989-02-10
EP0869141B1 (fr)	2004-03-17	Procédé pour la fabrication de polybutylène téréphtalate
JP2018150467A (ja)	2018-09-27	ポリエステル
US3567799A (en)	1971-03-02	Method of preparing stabilized high molecular weight polyester resin by condensing low molecular weight polyester resin and phosphorous containing polyester resin
US3039999A (en)	1962-06-19	Hypophosphite color-forming inhibitor in polyester condensation
US6268465B1 (en)	2001-07-31	Hydrolysis-resistant aliphatic polyester amides, their production and use
US3386952A (en)	1968-06-04	Polyester resin stabilized with phenolic phosphites
US3053809A (en)	1962-09-11	Phosphine-metal compound catalyst
CA2281106A1 (fr)	1998-08-20	Procede de fabrication et d'utilisation de bisaryl-diphosphates
EP0254360B1 (fr)	1991-01-09	Procédé de préparation d'un oligomère retardant la flamme et son application dans l'ignifugation de polyesters linéaires
JPH10330469A (ja)	1998-12-15	ポリブチレンテレフタレートの製造法