US4394306A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Bromine containing fire retardant compositions of matter
Assignee: IMI TAMI Institute for Research and Development
•
Filing: 1981-04-22
•
Granted: 1983-07-19
•
Expires: 2001-04-22
Abstract
Abstract The present invention relates to novel fire retardant compositions, based on the compounds 2-bromomethyl-2-hydroxy-methylpropane-1,3-diol, 2,2-bis(bromomethyl)propane-1,3-diol, 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane, and mixtures thereof, the compositions having a general formula (BrCH2)m C[CH2O(CH2O)xH]4-m wherein m is between 1.6 to 2.3 and x is between 0.75 to 1.10. These compositions are characterized by their particular infra-red spectra. The novel fire retardant compositions are produced by the reaction of formaldehyde or its polymeric forms with the above compounds, followed by the removal of water from the reaction system. The fire retardant compositions according to the present invention are suitable as active or additive fire retardant ingredients for various polymeric materials, such as polyurethane, polyester or epoxide resins.
Inventors
- 👤 Manny Ravey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 00:58
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/48; C07C41/50; C08; C08K; C08K5/00; C08K5/04; C08K5/06; Y; Y10; Y10S; Y10S428/00; Y10S428/92; Y10S428/921
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
62 words
A composition of matter of the formula (BrCH.sub.2).sub.m C[CH.sub.2 O(CH.sub.2 O).sub.x H].sub.4-m wherein m=1.6 to 2.3 and x=0.75 to 1.10, obtained by the hydroxymethylation 2-bromomethyl-2-hydroxymethyl-propane-1,3-diol, 2,2-bis(bromomethyl)propane-1,3-diol, 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane, and mixtures thereof, containing an average of 1.7 to 2.5 hydroxyl groups per molecule, with formaldehyde or its polymeric forms, said compositions of matter being useful as active or additive fire retardants for polymeric materials.
Claim 2
Dependent Claim
62 words
A composition of matter of the formula (BrCH.sub.2).sub.m C[CH.sub.2 O(CH.sub.2 O).sub.x H].sub.4-m wherein m=1.6 to 2.3 and x=0.75 to 1.10, obtained by the hydroxymethylation 2-bromomethyl-2-hydroxymethyl-propane-1,3-diol, 2,2-bis(bromomethyl)propane-1,3-diol, 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane, and mixtures thereof, containing an average of 1.7 to 2.5 hydroxyl groups per molecule, with formaldehyde or its polymeric forms, said compositions of matter being useful as active or additive fire retardants for polymeric materials.
Claim 3
Dependent Claim
17 words
A composition of matter according to claim 1, wherein m=2 and x is between 1.0 to 1.1.
Claim 4
Dependent Claim
12 words
A composition of matter according to claim 1, wherein m=2 and x=0.75.
Claim 5
Dependent Claim
63 words
A composition of matter according to claim 1, wherein the infra-red spectra of said composition show a very broad and strong absorption band within the range of 950 to 1150 cm -1 with maximum at 1130 cm -1 , 1040 to 1050 cm -1 and 1010 cm -1 , along with two weak bands at 840 cm -1 and 870 cm -1 .
Claim 6
Independent Claim
83 words
A method for the manufacture of compositions of matter having the formula (Br CH 2 ) m C[CH 2 (CH 2 O) x H] 4-m wherein m=1.6 to 2.3 and x=0.75 to 1.10, which consists in the substitution of the hydrogen atom of the alcoholic hydroxyl group by --CH 2 OH group by the reaction of equivalent amounts of aqueous solutions of formaldehyde or its polymeric forms with 2-bromomethyl-2-hydroxymethylpropane-1,3-diol, 2,2-bis(bromomethyl)propane-1,3-diol, 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane, and mixtures thereof, followed by removal of water from the reaction system.
Claim 7
Independent Claim
83 words
A method for the manufacture of compositions of matter having the formula (Br CH 2 ) m C[CH 2 (CH 2 O) x H] 4-m wherein m=1.6 to 2.3 and x=0.75 to 1.10, which consists in the substitution of the hydrogen atom of the alcoholic hydroxyl group by --CH 2 OH group by the reaction of equivalent amounts of aqueous solutions of formaldehyde or its polymeric forms with 2-bromomethyl-2-hydroxymethylpropane-1,3-diol, 2,2-bis(bromomethyl)propane-1,3-diol, 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane, and mixtures thereof, followed by removal of water from the reaction system.
Claim 8
Dependent Claim
43 words
A method for the manufacture of compositions according to claim 5, wherein the amount of formaldehyde is less than the equivalent, thus producing the compositions of formula (BrCH 2 ) m C[CH 2 O(CH 2 O) x H] 4-m wherein m=2 and x=0.75.
Claim 9
Dependent Claim
29 words
The method for the manufacture of compositions according to claim 5 or 6, wherein the brominated reactant consists of a mixture of 5% 2-dibromomethyl-2-hydroxymethylpropane-1,3-diol, 80% 2:2-bis(bromomethyl)-propane-1,3-diol and 15% 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane.
Claim 10
Dependent Claim
29 words
A method for the manufacture of compositions according to claim 5 or 6, wherein the brominated reactant consists of a mixture of 15% 2-bromomethyl-2-hydroxymethylpropane-1,3-diol, 80% 2,2-bis(bromomethyl)propane-1,3-diol and 5% 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane.
Claim 11
Dependent Claim
30 words
A method according to claim 5 or 6, wherein the reaction between formaldehyde or its polymeric forms and said composition is carried out at temperatures of above approximately 40° C.
Claim 12
Dependent Claim
17 words
A method according to claim 5, wherein water is expelled from the reaction vessel by applying vacuum.
Claim 13
Dependent Claim
16 words
Fire retardant compositions comprising compounds, according to claim 1, together with phosphorus-containing reactive fire retardant component.
Claim 14
Dependent Claim
12 words
Fire retardant compositions comprising compounds, according to claim 1, together with O,O-diethyl-N,N-bis-(2-hydroxyethyl)aminomethylphosphonate.
Claim 15
Dependent Claim
17 words
Fire retardant compositions according to claim 11 or 12, applied to a polymeric substrate consisting of polyurethane.
Claim 16
Dependent Claim
17 words
Fire retardant compositions according to claim 11 or 12, applied to a polymeric substrate consisting of polyester.
Claim 17
Dependent Claim
17 words
Fire retardant compositions according to claim 11 or 12, applied to a polymeric substrate consisting of epoxide.
References Cited (Backward Citations)
GB768778A
Cited
US3100135A
Cited
DE1230007B
Cited
GB1361134A
Cited
US4155900A
Cited
US4301058A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-07-18 | 1987-01-17 | 1987-07-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-07-18 | 1991-01-17 | 1991-07-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-07-18 | 1995-01-17 | 1995-07-19 | $7700.00 | Window Closed / Lapsed |